Synthesis 2020; 52(23): 3577-3582
DOI: 10.1055/s-0040-1707235
short review
© Georg Thieme Verlag Stuttgart · New York

Syntheses and Applications of Singh’s Catalyst

Manisha Khandelwal
a  Department of Chemistry, University College of Science, Mohanlal Sukhadia University, Udaipur, Rajasthan-313001, India   Email: [email protected]
,
Sumit Kumar Ray
b  Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal, MP-462066, India
,
Rama Kanwar Khangarot
a  Department of Chemistry, University College of Science, Mohanlal Sukhadia University, Udaipur, Rajasthan-313001, India   Email: [email protected]
› Author Affiliations
The authors are grateful to the University Grants Commission, New Delhi, India for UGC-Start-Up Project [No. F. 30-476/2019 (BSR)] and Fellowship [No. F. 16-9 (June2019)/2019(NET/CSIR)], and the Department of Science and Technology (DST), Ministry of Science and Technology, India for the INSPIRE Faculty award (DST/INSPIRE/04/2016001704).
Further Information

Publication History

Received: 15 May 2020

Accepted after revision: 07 July 2020

Publication Date:
19 August 2020 (online)


Dedicated to Professor Vinod K. Singh on the occasion of his 60th birthday.

Abstract

Singh’s catalyst has emerged as one of the most promising and valuable catalysts in the field of asymmetric synthesis. Since its discovery, it has proven to be one of the best organocatalysts for asymmetric direct aldol reactions, and is equally efficient in aqueous and organic media. In this Short Review, we summarize reactions utilizing Singh’s catalyst under various conditions.

1 Introduction

2 Synthesis of Singh’s Catalyst

3 Applications in Asymmetric Synthesis

4 Conclusion

 
  • References

  • 1 List B, Lerner RA, Barbas CF. III. J. Am. Chem. Soc. 2000; 122: 2395
  • 2 Ahrendt KA, Borths CJ, MacMillan DW. C. J. Am. Chem. Soc. 2000; 122: 4243
  • 4 Review: Trost BM, Brindle CS. Chem. Soc. Rev. 2010; 39: 1600
  • 5 Review: Bisai V, Bisai A, Singh VK. Tetrahedron 2012; 68: 4541
  • 6 Raj M, Maya V, Ginotra SK, Singh VK. Org. Lett. 2006; 8: 4097
    • 7a Berkessel A, Harnying W, Duangdee N, Neudörf JM, Groger H. Org. Process Res. Dev. 2012; 16: 123
    • 7b Harnying W, Duangdee N, Berkessel A. Org. Synth. 2014; 91: 137
  • 8 Maya V, Raj M, Singh VK. Org. Lett. 2007; 9: 2593
  • 9 Song L, Chen X, Zhang S, Zhang H, Li P, Luo G, Liu W, Duan W, Wang W. Org. Lett. 2008; 10: 5489
  • 10 Baer K, Kraußer M, Burda E, Hummel W, Berkessel A, Gröger H. Angew. Chem. Int. Ed. 2009; 48: 9355
  • 11 Vishnumaya MR, Singh VK. J. Org. Chem. 2009; 74: 4289
  • 12 Zhang H, Zhang S, Liu L, Luo G, Duan W, Wang W. J. Org. Chem. 2010; 75: 368
  • 13 Rulli G, Duangdee N, Baer K, Hammel W, Berkessel A, Gröger H. Angew. Chem. Int. Ed. 2011; 50: 7944
  • 14 Flink H, Jokela R. Tetrahedron 2012; 68: 3811
  • 15 Duangdee N, Harnying W, Rulli G, Neudörfl J.-M, Gröger H, Berkessel A. J. Am. Chem. Soc. 2012; 134: 11196
  • 16 Ramachary DB, Mondal R, Madhavachary R. Org. Biomol. Chem. 2012; 10: 5094
  • 17 Kylmälä H, Neuvonen A, Jokela R. Sci. Res. 2013; 3: 162
  • 18 Heidlindemann M, Rulli G, Berkessel A, Hummel W, Gröger H. ACS Catal. 2014; 4: 1099
  • 19 Armacost K, Acevedo O. J. Am. Chem. Soc. 2014; 136: 147