Recent Advances in Organocatalytic Cascade Reactions toward the Formation of Quaternary Stereocenters

Abstract

This review provides the authors’ selection of recent publications that highlight the increasing efforts to develop valuable organocatalytic domino/tandem/cascade reactions as the main tool in the creation of quaternary stereocenters.

1 Introduction

2 Diarylprolinol Ethers and Proline Derivatives

3 Imidazolidinones

4 Brønsted Acids

5 Cinchona Alkaloids

6 Thioureas

7 Squaramides

8 N-Heterocyclic Carbenes

9 Outlook and Conclusions

Key words

domino reaction - tandem reaction - quaternary stereocenter - asymmetric catalysis - organocatalysis

• References

• 1 Shaw GB. Man and Superman. Archibald Constable & Co; Westminster: 1903
• 2a Science of Synthesis: Asymmetric Organocatalysis I-II. List B, Maruoka K. Georg Thieme Verlag; Stuttgart: 2012
• 2b Recent Developments in Asymmetric Organocatalysis. Pellissier H. Royal Society of Chemistry Publishing; London: 2010
• 2c MacMillan DW. C. Nature 2008; 455: 304
• 2d Barbas III CF. Angew. Chem. Int. Ed. 2008; 47: 42
• 2e Dalko PI. Chimia 2007; 61: 213
• 2f Enantioselective Organocatalysis: Reactions and Experimental Procedures. Dalko PI. Wiley-VCH; Weinheim: 2007
• 2g Asymmetric Organocatalysis. Berkessel A, Groerger H. Wiley-VCH; Weinheim: 2005
• 2h Dalko PI, Moisan L. Angew. Chem. Int. Ed. 2004; 43: 5138
• 2i Dalko PI, Moisan L. Angew. Chem. Int. Ed. 2001; 40: 3726
• 3a Transition Metals for Organic Synthesis: Building Blocks and Fine Chemicals. Beller M, Bolm C. Wiley-VCH; Weinheim: 2004
• 3b Catalytic Asymmetric Synthesis. Ojima I. Wiley; New York: 2000
• 3c Comprehensive Asymmetric Catalysis. Vol. 1. Jacobsen EN, Pfaltz A, Yamamoto H. Springer; Berlin: 1999
• 4a Benaglia M, Puglisi A, Cozzi F. Chem. Rev. 2003; 103: 3401
• 4b Houk KN, List B. Acc. Chem. Res. 2004; 37: 487
• 4c List B. Acc. Chem. Res. 2004; 37: 548
• 4d List B. Adv. Synth. Catal. 2004; 346: 1021
• 4e Volla CM. R, Atodiresei L, Rueping M. Chem. Rev. 2014; 114: 2390
• 4f Dondoni A, Massi A. Angew. Chem. Int. Ed. 2008; 47: 4638
• 4g Albrecht L, Jiang H, Jørgensen KA. Angew. Chem. Int. Ed. 2011; 50: 8492
• 4h List B, Lerner RA, Barbas CF. J. Am. Chem. Soc. 2000; 122: 2395
• 4i Enzyme catalysis in organic synthesis: A comprehensive handbook. Vol. I-III. Drauz K, Waldmann H. Wiley-VCH; Weinheim: 2002
• 5a Domino Reactions in Organic Synthesis. Tietze LF, Brasche G, Gericke KM. Wiley-VCH; Weinheim: 2006
• 5b Fogg DE, dos Santos EN. Coord. Chem. Rev. 2004; 248: 2365
• 5c Tietze LF. Chem. Rev. 1996; 96: 115
• 5d Tietze LF, Beifuss U. Angew. Chem. Int. Ed. 1993; 32: 131
• 6a Grondal V, Jeanty M, Enders D. Nat. Chem. 2010; 2: 167
• 6b Enders D, Grondal C, Hüttl MR. M. Angew. Chem. Int. Ed. 2007; 46: 1570
• 7a Pellissier H. Adv. Synth. Catal. 2012; 354: 237
• 7b Alba A.-N, Companyo X, Viciano M, Rios R. Curr. Org. Chem. 2009; 13: 1432
• 7c Yu X, Wang W. Org. Biomol. Chem. 2008; 6: 2037
• 7d Clardy J, Walsh C. Nature 2004; 432: 829
• 8a Liu Y, Han S.-J, Liu W.-B, Stoltz BM. Acc. Chem. Res. 2015; 48: 740
• 8b Bella M, Gasperi T. Synthesis 2009; 1583
• 8c Cozzi PG, Hilgraf R, Zimmermann N. Eur. J. Org. Chem. 2007; 5969
• 8d Trost BM, Jiang C. Synthesis 2006; 369
• 8e Quaternary Stereocenters: Challenges and Solutions for Organic Synthesis. Baro A, Christoffers J. Wiley-VCH; Weinheim: 2006
• 8f Peterson EA, Overman LE. Proc. Natl. Acad. Sci. U.S.A. 2004; 101: 11943
• 8g Douglas CJ, Overman LE. Proc. Natl. Acad. Sci. U.S.A. 2004; 101: 5363
• 8h Ramon DJ, Yus M. Curr. Org. Chem. 2004; 8: 149

For further reading:
• 9a Dalpozzo R, Bartoli G, Bencivenni G. Chem. Soc. Rev. 2012; 41: 7247
• 9b de Graaff C, Ruijter E, Orru RV. Chem. Soc. Rev. 2012; 41: 3969
• 9c Russo A, De Fusco C, Lattanzi A. RSC Adv. 2012; 2: 385
• 9d Wende RC, Schreiner PR. Green Chem. 2012; 14: 1821
• 9e Alba A, Rios R. Chem. Asian J. 2011; 6: 720
• 9f Wang B, Tu YQ. Acc. Chem. Res. 2011; 44: 1207
• 9g Gasperi T, Punzi P, Migliorini A, Tofani D. Curr. Org. Chem. 2011; 15: 2098
• 9h Cramer N, Seiser T. Synlett 2011; 449
• 9i Roca-Lopez D, Sadaba D, Delso I, Herrera RP, Tejero T, Merino P. Tetrahedron: Asymmetry 2010; 21: 2561
• 10a Marigo M, Wabnitz TC, Fielenbach D, Jørgensen KA. Angew. Chem. Int. Ed. 2005; 44: 794
• 10b Marigo M, Fielenbach D, Braunton A, Kjaersgaard A, Jørgensen KA. Angew. Chem. Int. Ed. 2005; 44: 3703
• 10c Hayashi Y, Gotoh H, Hayashi T, Shoji M. Angew. Chem. Int. Ed. 2005; 44: 4212
• 11a Palomo C, Mielgo A. Angew. Chem. Int. Ed. 2006; 45: 7876
• 11b Mielgo A, Palomo C. Chem. Asian J. 2008; 3: 922
• 12 Terrasson V, de Figueiredo RM, Campagne J, Van Der Lee A. Chem. Eur. J. 2010; 16: 7875
• 13 Desmarchelier A, Moreau X, Greck C, Pereira De Sant’Ana D, Terrasson V, Campagne J, de Figueiredo RM. Eur. J. Org. Chem. 2011; 4046
• 14 Faísca Phillips AM, Barros MT. Eur. J. Org. Chem. 2014; 152
• 15a Talavera G, Reyes E, Vicario JL, Carrillo L. Angew. Chem. Int. Ed. 2012; 51: 4104
• 15b Parra A, Reboredo S, Aleman J. Angew. Chem. Int. Ed. 2012; 51: 9734
• 16 Ma A, Ma D. Org. Lett. 2010; 12: 3634
• 17 Lefranc A, Guénée L, Alexakis A. Org. Lett. 2013; 15: 2172
• 18 Bae J.-Y, Lee H.-J, Youn S.-H, Kwon S.-H, Cho C.-W. Org. Lett. 2010; 12: 4352
• 19 Lee H.-J, Cho C.-W. Eur. J. Org. Chem. 2014; 387
• 20 Hong B, Dange N, Hsu C, Liao J, Lee G. Org. Lett. 2011; 13: 1338
• 21 Hong B.-C, Dange NS, Hsu C.-S, Liao J.-H. Org. Lett. 2010; 12: 4812
• 22a Steinreiber J, Faber K, Griengl H. Chem. Eur. J. 2008; 14: 8060
• 22b Pellissier H. Tetrahedron 2008; 64: 1563
• 23 Anwar S, Chang H.-J, Chen K. Org. Lett. 2011; 13: 2200
• 24 Liu C, Wang R, Zhang X, Wang W. Org. Lett. 2010; 12: 4948
• 25 de Figueiredo RM, Mazziotta A, de Sant’Ana DP, Palumbo C, Gasperi T. Curr. Org. Chem. 2012; 16: 2231
• 26a Antonchick A, Lopez-Tosco S, Parga J, Sievers S, Schuermann M, Preut H, Hoeing S, Schoeler H, Sterneckert J, Rauh D, Waldmann H. Chem. Biol. 2013; 20: 500
• 26b Wu X, Liu Q, Fang H, Chen J, Cao W, Zhao G. Chem. Eur. J. 2012; 18: 12196
• 27a Huang X.-F, Liu Z.-M, Geng Z.-C, Zhang S.-Y, Wang Y, Wang X.-W. Org. Biomol. Chem. 2012; 10: 8794
• 27b Ghosh AK, Zhou B. Tetrahedron Lett. 2013; 54: 2311
• 28 Anwar S, Li SM, Chen K. Org. Lett. 2014; 16: 2993
• 29 Zeng X, Ni Q, Raabe G, Enders D. Angew. Chem. Int. Ed. 2013; 52: 2977
• 30 Albertshofer K, Anderson KE, Barbas III CF. Org. Lett. 2012; 14: 5968
• 31 Ding L.-Z, Zhong T.-S, Wu H, Wang Y.-M. Eur. J. Org. Chem. 2014; 5139
• 32 Zhang Y, Wang S, Wu S, Zhu S, Dong G, Miao Z, Yao J, Zhang W, Sheng C, Wang W. ACS Comb. Sci. 2013; 15: 298
• 33 Shi Z, Tan B, Leong WW. Y, Zeng X, Lu M, Zhong G. Org. Lett. 2010; 12: 5402
• 34 Yang H, Carter RG. J. Org. Chem. 2009; 74: 5151
• 35 Yang H, Carter RG. Tetrahedron 2010; 66: 4854
• 36 Yang H, Carter RG. Org. Lett. 2010; 12: 3108
• 37a Rueping M, Kuenkel A, Froehlich R. Chem. Eur. J. 2010; 16: 4173
• 37b Tan B, Lu Y, Zeng X, Chua P, Zhong G. Org. Lett. 2010; 12: 2682
• 37c Ding D, Zhao C.-G, Guo Q, Arman H. Tetrahedron 2010; 66: 4423
• 38 Tsakos M, Elsegood MR. J, Kokotos CG. Chem. Commun. 2013; 49: 2219
• 39 Yu D.-F, Wang Y, Xu P.-F. Tetrahedron 2011; 67: 3273
• 40 Horning BD, MacMillan DW. C. J. Am. Chem. Soc. 2013; 135: 6442
• 41 Rueping M, Ieawsuwan W. Chem. Commun. 2011; 47: 11450
• 42a Shi F, Xing G.-J, Tao Z.-L, Luo S.-W, Tu S.-J, Gong L.-Z. J. Org. Chem. 2012; 77: 6970
• 42b Shi F, Tu S, Tao Z, Luo S, Gong L. Chem. Eur. J. 2012; 18: 6885
• 42c Shi F, Xing G, Tan W, Zhu R, Tu S. Org. Biomol. Chem. 2013; 11: 1482
• 43 Guo C, Song J, Gong L.-Z. Org. Lett. 2013; 15: 2676
• 44 Shi F, Zhu R.-Y, Dai W, Wang C.-S, Tu S.-J. Chem. Eur. J. 2014; 20: 2597
• 45 Dai W, Lu H, Li X, Shi F, Tu S.-J. Chem. Eur. J. 2014; 20: 11382
• 46 Zhang Y.-C, Zhao J.-J, Jiang F, Sun S.-B, Shi F. Angew. Chem. Int. Ed. 2014; 53: 13912
• 47 Zhu R.-Y, Wang C.-S, Zheng J, Shi F, Tu S.-J. J. Org. Chem. 2014; 79: 9305
• 48 Wang Y, Shi F, Yao X.-X, Sun M, Dong L, Tu S.-J. Chem. Eur. J. 2014; 20: 15047
• 49a Pasteur L. Justus Liebigs Ann. Chem. 1853; 88: 209
• 49b Pasteur L. C. R. Hebd. Seances Acad. Sci. 1853; 37: 162
• 50a Bredig G, Fiske PS. Biochem. Z. 1912; 46: 7
• 50b Bredig GM, Minaeff M. Biochem. Z. 1932; 249: 241
• 51 Pracejus H. Justus Liebigs Ann. Chem. 1960; 634: 9
• 52a Wynberg H. Top. Stereochem. 1986; 16: 87
• 52b Hiemstra H, Wynberg H. J. Am. Chem. Soc. 1981; 103: 417
• 53 Cai Q, You S. Org. Lett. 2012; 14: 3040
• 54 Yao W, Wu Y, Wang G, Zhang Y, Ma C. Angew. Chem. Int. Ed. 2009; 48: 9713
• 55 Yao W, Pan L, Wu Y, Ma C. Org. Lett. 2010; 12: 2422
• 56 Lozano O, Blessley G, Martinez del Campo T, Thompson AL, Giuffredi GT, Bettati M, Walker M, Borman R, Gouverneur V. Angew. Chem. Int. Ed. 2011; 50: 8105
• 57 Li H, Liu X, Wu F, Tang L, Deng L. Proc. Natl. Acad. Sci. U.S.A. 2010; 107: 20625
• 58 Feng X, Zhou Z, Zhou R, Zhou Q.-Q, Dong L, Chen Y.-C. J. Am. Chem. Soc. 2012; 134: 19942
• 59 Kumar K, Waldmann H. Angew. Chem. Int. Ed. 2009; 48: 3224
• 60 Cassani C, Tian X, Escudero-Adan EC, Melchiorre P. Chem. Commun. 2011; 47: 233
• 61 Wang L.-L, Peng L, Bai J.-F, Huang Q.-C, Xu X.-Y, Wang L.-X. Chem. Commun. 2010; 46: 8064
• 62 Stereochemical Aspects of Drug Action and Disposition. Eichelbaum M, Testa B, Somogyi A. Springer-Verlag; Berlin: 2003
• 63 Albertshofer K, Tan B, Barbas CF. Org. Lett. 2012; 14: 1834
• 64 Chen W.-B, Wu Z.-J, Pei Q.-L, Cun L.-F, Zhang X.-M, Yuan W.-C. Org. Lett. 2010; 12: 3132
• 65a Lu G, Yoshino T, Morimoto H, Matsunaga S, Shibasaki M. Angew. Chem. Int. Ed. 2011; 50: 4382
• 65b Vecchione MK, Li L, Seidel D. Chem. Commun. 2010; 46: 4604
• 65c Chen X, Dong S, Qiao Z, Zhu Y, Xie M, Lin L, Liu X, Feng X. Chem. Eur. J. 2011; 17: 2583
• 65d Chen X, Zhu Y, Qiao Z, Xie M, Lin L, Liu X, Feng X. Chem. Eur. J. 2010; 16: 10124
• 65e Liu L, Zhong Y, Zhang P, Jiang X, Wang R. J. Org. Chem. 2012; 77: 10228
• 65f Li L, Ganesh M, Seidel D. J. Am. Chem. Soc. 2009; 131: 11648
• 65g Yoshino T, Morimoto H, Lu G, Matsunaga S, Shibasaki M. J. Am. Chem. Soc. 2009; 131: 17082
• 65h Chen W.-B, Wu Z.-J, Hu J, Cun L.-F, Zhang X.-M, Yuan W.-C. Org. Lett. 2011; 13: 2472
• 65i Han Y.-Y, Chen W.-B, Han W.-Y, Wu Z.-J, Zhang X.-M, Yuan W.-C. Org. Lett. 2012; 14: 490
• 66 Liu X.-L, Han W.-Y, Zhang X.-M, Yuan W.-C. Org. Lett. 2013; 15: 1246
• 67 Cui B.-D, Li S.-W, Zuo J, Wu Z.-J, Zhang X.-M, Yuan W.-C. Tetrahedron 2014; 70: 1895
• 68 Chen Q, Liang J, Wang S, Wang D, Wang R. Chem. Commun. 2013; 49: 1657
• 69 Chen W.-B, Han W.-Y, Han Y.-Y, Zhang X.-M, Yuan W.-C. Tetrahedron 2013; 69: 5281
• 70 Wu H, Tian Z, Wang Y, Zhang L, Huang Y. Chem. Eur. J. 2013; 19: 1747
• 71 Cao Y, Shen F, Zhang F, Wang R. Chem. Eur. J. 2013; 19: 1184
• 72a Schreiner PR, Wittkopp A. Org. Lett. 2002; 4: 217
• 72b Wittkopp A, Schreiner PR. Chem. Eur. J. 2003; 9: 407
• 73 Okino T, Hoashi Y, Furukawa T, Xu X, Takemoto Y. J. Am. Chem. Soc. 2005; 127: 119
• 74a Palumbo C, Mazzeo G, Mazziotta A, Gambacorta A, Loreto MA, Migliorini A, Superchi S, Tofani D, Gasperi T. Org. Lett. 2011; 13: 6248
• 74b Rios R. Chem. Soc. Rev. 2012; 41: 1060
• 74c Antonchick AP, Gerding-Reimers C, Catarinella M, Schürmann M, Preut H, Ziegler S, Rauh D, Waldmann H. Nat. Chem. 2010; 2: 735
• 74d Bergonzini G, Melchiorre P. Angew. Chem. Int. Ed. 2012; 51: 971
• 74e Bencivenni G, Wu LY, Mazzanti A, Giannichi B, Pesciaioli F, Song MP, Bartoli G, Melchiorre P. Angew. Chem. Int. Ed. 2009; 48: 7200
• 74f Pesciaioli F, Righi P, Mazzanti A, Bartoli G, Bencivenni G. Chem. Eur. J. 2011; 17: 2842
• 74g Trost BM, Brennan MK. Synthesis 2009; 3003
• 74h Duce S, Pesciaioli F, Gramigna L, Bernardi L, Mazzanti A, Ricci A, Bartoli G, Bencivenni G. Adv. Synth. Catal. 2011; 353: 860
• 75 Zhou M.-Q, Zuo J, Cui B.-D, Zhao J.-Q, You Y, Bai M, Chen Y.-Z, Zhang X.-M, Yuan W.-C. Tetrahedron 2014; 70: 5787
• 76a Ball-Jones NR, Badillo JJ, Franz AK. Org. Biomol. Chem. 2012; 10: 5165
• 76b Pellissier H. Chem. Rev. 2013; 113: 442
• 76c Cheng D, Ishihara Y, Tan B, Barbas CF. ACS Catal. 2014; 4: 743
• 76d Marti C, Carreira E.M. Eur. J. Org. Chem. 2003; 2209
• 76e Singh GS, Desta ZY. Chem. Rev. 2012; 112: 6104
• 76f Hong L, Wang R. Adv. Synth. Catal. 2013; 355: 1023
• 77 Hong B, Kotame P, Lee G. Org. Lett. 2011; 13: 5758
• 78 Sanchez Duque M, Basle O, Isambert N, Gaudel-Siri A, Rodriguez J, Constantieux T, Genisson Y, Plaquevent J. Org. Lett. 2011; 13: 3296
• 79a Horstmann TE, Guerin DJ, Miller SJ. Angew. Chem. Int. Ed. 2000; 39: 3635
• 79b Jakobsche CE, Peris G, Miller SJ. Angew. Chem. Int. Ed. 2008; 47: 6707
• 79c Vasbinder MM, Jarvo ER, Miller SJ. Angew. Chem. Int. Ed. 2001; 40: 2824
• 80 De Fusco C, Fuoco T, Lattanzi A, Croce G. Org. Lett. 2012; 14: 4078
• 81 Okino T, Hoashi Y, Takemoto Y. J. Am. Chem. Soc. 2003; 125: 12672
• 82 Lefranc A, Gremaud L, Alexakis A. Org. Lett. 2014; 16: 5242
• 83 Wang X.-F, Hua Q.-L, Cheng Y, An X.-L, Yang Q.-Q, Chen J.-R, Xiao W.-J. Angew. Chem. Int. Ed. 2010; 49: 8379
• 84 Yuan H.-N, Wang S, Nie J, Meng W, Yao Q, Ma J.-A. Angew. Chem. Int. Ed. 2013; 52: 3869
• 85 Connon SJ. Chem. Commun. 2008; 2499
• 86 Rajkumar S, Shankland K, Cobb A, Brown G. Chem. Sci. 2012; 3: 584
• 87 Wang Y, Luo Y.-C, Zhang H.-B, Xu P.-F. Org. Biomol. Chem. 2012; 10: 8211
• 88 Rajkumar S, Shankland K, Cobb A, Goodman J. Org. Lett. 2013; 15: 1386
• 89 Nodes WJ, Nutt DR, Chippindale AM, Cobb AJ. A. J. Am. Chem. Soc. 2009; 131: 16016
• 90 Sun P, Meng C.-Y, Zhou F, Li X.-S, Xie J.-W. Tetrahedron 2014; 70: 9330
• 91a Shen HC. Tetrahedron 2009; 65: 3931
• 91b Ferreira SB, da Silva F.dC, Pinto AC, Gonzaga DT. G, Ferreira VF. J. Heterocycl. Chem. 2009; 46: 1080
• 91c Nicolaou KC, Pfefferkorn JA, Roecker AJ, Cao GQ, Barluenga S, Mitchell HJ. J. Am. Chem. Soc. 2000; 122: 9939
• 91d Deiters A, Martin SF. Chem. Rev. 2004; 104: 2199
• 91e Balasubramanian M, Keay JG. Pyridines and their Benzo Derivatives: Applications. In Comprehensive Heterocyclic Chemistry II. Katritzky AR, Rees CW, Scriven EF. V. Pergamon; Oxford: 1996: 245
• 91f Schweizer EE, Meeder-Nycz D. Chem. Heterocycl. Compd. 1977; 31: 11
• 92 Enders D, Urbanietz G, Hahn R, Raabe G. Synthesis 2012; 44: 773
• 93 Ramachary D, Madhavachary R, Prasad M. Org. Biomol. Chem. 2012; 10: 5825
• 94 Wang J.-j, Hu Z.-p, Lou C.-l, Liu J.-l, Li X.-m, Yan M. Tetrahedron 2011; 67: 4578
• 95 Tan B, Candeias NR, Barbas III CF. Nat. Chem. 2011; 3: 473
• 96 Li H, Wang Y, Tang L, Wu F, Liu X, Guo C, Foxman BM, Deng L. Angew. Chem. Int. Ed. 2005; 44: 105
• 97 Hamza A, Schubert G, Soós T, Pápai I. J. Am. Chem. Soc. 2006; 128: 13151
• 98a Tan B, Chua PJ, Li Y, Zhong G. Org. Lett. 2008; 10: 2437
• 98b Tan B, Shi Z, Chua PJ, Zhong G. Org. Lett. 2008; 10: 3425
• 98c Tan B, Chua PJ, Zeng X, Lu M, Zhong G. Org. Lett. 2008; 10: 3489
• 99 Aleman J, Parra A, Jiang H, Jørgensen KA. Chem. Eur. J. 2011; 17: 6890
• 100 Wang X.-B, Li T.-Z, Sha F, Wu X.-Y. Eur. J. Org. Chem. 2014; 739
• 101 Wang X, Yao W, Yao Z, Ma C. J. Org. Chem. 2012; 77: 2959
• 102 Sun W, Zhu G, Wu C, Hong L, Wang R. Chem. Eur. J. 2012; 18: 6737
• 103 Tan F, Cheng H, Feng B, Zou Y, Duan S, Chen J, Xiao W. Eur. J. Org. Chem. 2013; 2013, 2071
• 104 Sun W, Hong L, Zhu G, Wang Z, Wei X, Ni J, Wang R. Org. Lett. 2014; 16: 544
• 105 Mao H, Lin A, Tang Y, Shi Y, Hu H, Cheng Y, Zhu C. Org. Lett. 2013; 15: 4062
• 106 Yang W, Du D.-M. Chem. Commun. 2013; 49: 8842
• 107 Loh CC. J, Atodiresei I, Enders D. Chem. Eur. J. 2013; 19: 10822
• 108 Loh CC. J, Hack D, Enders D. Chem. Commun. 2013; 49: 10230
• 109 Yang W, Yang Y, Du D.-M. Org. Lett. 2013; 15: 1190
• 110 Su Y, Ling J.-B, Zhang S, Xu P.-F. J. Org. Chem. 2013; 78: 11053
• 111 Zhao M.-X, Bi H.-L, Zhou H, Yang H, Shi M. J. Org. Chem. 2013; 78: 9377
• 112 Meninno S, Fuoco T, Tedesco C, Lattanzi A. Org. Lett. 2014; 16: 4746
• 113 Grossmann A, Enders D. Angew. Chem. Int. Ed. 2012; 51: 314
• 114 Cheng Y, Peng J.-H, Li Y.-J, Shi X.-Y, Tang M.-S, Tan T.-Y. J. Org. Chem. 2011; 76: 1844
• 115 Sun F.-G, Ye S. Synlett 2011; 1005
• 116 Sun F.-g, Ye S. Org. Biomol. Chem. 2011; 9: 3632
• 117 Wu K.-J, Li G.-Q, Li Y, Dai L.-X, You S.-L. Chem. Commun. 2011; 47: 493
• 118a Sanchez-Larios E, Holmes JM, Daschner CL, Gravel M. Synthesis 2011; 1896
• 118b Sanchez-Larios E, Holmes JM, Daschner CL, Gravel M. Org. Lett. 2010; 12: 5772
• 119 Yoshida M, Terai N, Shishido K. Tetrahedron 2010; 66: 8922
• 120 Filloux CM, Lathrop SP, Rovis T. Proc. Natl. Acad. Sci. U.S.A. 2010; 107: 20666
• 121 Du D, Hu Z, Jin J, Lu Y, Tang W, Wang B, Lu T. Org. Lett. 2012; 14: 1274
• 122 Zhou B, Luo Z, Li Y. Chem. Eur. J. 2013; 19: 4428
• 123a Sohn SS, Rosen EL, Bode JW. J. Am. Chem. Soc. 2004; 126: 14370
• 123b Burstein C, Glorius F. Angew. Chem. Int. Ed. 2004; 43: 6205
• 124a Pan F, Chen J.-M, Qin T.-Y, Zhang SX.-A, Liao W.-W. Eur. J. Org. Chem. 2012; 5324
• 124b Nair V, Vellalath S, Poonoth M, Mohan R, Suresh E. Org. Lett. 2006; 8: 507
• 124c Burstein C, Tschan S, Xie X, Glorius F. Synthesis 2006; 2418
• 124d Hirano K, Piel I, Glorius F. Adv. Synth. Catal. 2008; 350: 984
• 124e Sun L.-H, Shen L.-T, Ye S. Chem. Commun. 2011; 47: 10136
• 124f Dugal-Tessier J, O’Bryan EA, Schroeder TB. H, Cohen DT, Scheidt KA. Angew. Chem. Int. Ed. 2012; 51: 4963
• 124g Jang KP, Hutson GE, Johnston RC, McCusker EO, Cheong PH. Y, Scheidt KA. J. Am. Chem. Soc. 2014; 136: 76
• 124h He M, Bode JW. Org. Lett. 2005; 7: 3131
• 124i Raup DE. A, Cardinal-David B, Holte D, Scheidt KA. Nat. Chem. 2010; 2: 766
• 124j Zhao X, Di Rocco DA, Rovis T. J. Am. Chem. Soc. 2011; 133: 12466
• 124k Rommel M, Fukuzumi T, Bode JW. J. Am. Chem. Soc. 2008; 130: 17266
• 124l Phillips EM, Reynolds TE, Scheidt KA. J. Am. Chem. Soc. 2008; 130: 2416
• 124m Fu Z, Xu J, Zhu T, Leong WW. Y, Chi YR. Nat. Chem. 2013; 5: 835
• 124n Struble JR, Kaeobamrung J, Bode JW. Org. Lett. 2008; 10: 957
• 124o Frasconi M, Liu Z, Lei J, Wu Y, Strekalova E, Malin D, Ambrogio MW, Chen X, Botros YY, Cryns VL, Sauvage J.-P, Stoddart JF. J. Am. Chem. Soc. 2013; 135: 11603
• 125 Guo C, Schedler M, Daniliuc CG, Glorius F. Angew. Chem. Int. Ed. 2014; 53: 10232
• 126a Jiang K, Tiwari B, Chi YR. Org. Lett. 2012; 14: 2382
• 126b Lv H, Tiwari B, Mo J, Xing C, Chi YR. Org. Lett. 2012; 14: 5412
• 127 Romanov-Michailidis F, Besnard C, Alexakis A. Org. Lett. 2012; 14: 4906
• 128 Boddaert T, Coquerel Y, Rodriguez J. Chem. Eur. J. 2011; 17: 2266
• 129 Ozboya KE, Rovis T. Chem. Sci. 2011; 2: 1835
• 130 Enders D, Grossmann A, Huang H, Raabe G. Eur. J. Org. Chem. 2011; 4298
• 131 Jia Z.-J, Jiang K, Zhou Q.-Q, Dong L, Chen Y.-C. Chem. Commun. 2013; 49: 5892
• 132 Youn SW, Song HS, Park JH. Org. Lett. 2014; 16: 1028