RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
          
          https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
        Synthesis  2003(13): 1995-2000
DOI: 10.1055/s-2003-41042
   DOI: 10.1055/s-2003-41042
PAPER
© Georg Thieme Verlag Stuttgart · New YorkMolecular Diversity of Tonghaosu: Synthesis of Lactam-Containing Tonghaosu Analogs
Weitere Informationen
            
               
                  
                        
                              Received
                              13 May 2003 
                      
Publikationsdatum:
28. August 2003 (online)
            
         
      
   Publikationsverlauf
Publikationsdatum:
28. August 2003 (online)

Abstract
A new type of tonghaosu analogs containing spiroketal and lactam functionality was synthesized from methyl 2-furoate and amino alcohols. The stereoselective control of spiroketal chirality was also explored.
Key words
tonghaosu analogs - antifeedant - lactam - spiroketalization - diastereoselective
- 1 Partial result has been published:  
            Wu Z.-H.Wang J.Li J.-C.Xu Y.-Z.Yu A.-L.Feng Z.-R.Shen J.Wu Y.-L.Guo P.-F.Wang Y.-N. Nat. Prod. R & D [China] 1994, 6: 1 ; Chem. Abstr. 121, 101920
- 2a 
             
            Hegnauer R. In Chemotaxonomie der Pflanzen Vol. 3: Birkhauser Verlag; Basel: 1964. p.447
- 2b 
             
            Bohlmann F.Burkhardt T.Zdero C. Naturally Occurring Acetylenes Academic Press; London: 1973.
- 2c 
             
            Greger H. In The Biology and Chemistry of CompositaeHeywood VH.Harborne JB.Turner BL. Academic Press; London: 1977. Chap. 32.
- 2d 
             
            Bohlmann F. In Chemistry and Biology of Naturally Occurring Acetylenes and Related CompoundsLam J.Bretler H.Anason T.Hansen L. Elsvier; Amsterdam: 1988. p.1
- 2e 
             
            Zdero C.Bohlmann F. Plant Syst. Evol. 1990, 171: 1
- 3a 
             
            Bohlmann F.Jastrow H.Ertringshausen G.Kramer D. Chem. Ber. 1964, 97: 801
- 3b 
             
            Bohlmann F.Florentz G. Chem. Ber. 1966, 99: 990
- 4a 
             
            Gao Y.Wu W.-L.Ye B.Zhou R.Wu Y.-L. Tetrahedron Lett. 1996, 37: 893
- 4b 
             
            Gao Y.Wu W.-L.Wu Y.-L.Ye B.Zhou R. Tetrahedron 1998, 54: 12523
- 5a 
             
            Fan J.-F.Zhang Y.-F.Wu Y.Wu Y.-L. Chinese J. Chem. 2001, 19: 1254 ; Chem. Abstr. 136, 263012
- 5b 
             
            Fan J.-F.Yin B.-L.Zhang Y.-F.Wu Y.-L.Wu Y. Huaxue Xuebao 2001, 59: 1756 ; Chem. Abstr. 136, 083647
- 6 
             
            Blanchette JA.Brown EV. J. Am. Chem. Soc. 1952, 74: 2098
- 7 
             
            Fan J.-F. Ph. D. Thesis Shanghai Institute of Organic Chemistry; China: 2000.Reference Ris Wihthout Link
- 8 
             
            Yin B.-L.Fan J.-F.Gao Y.Wu Y.-L. Synlett 2003, 399
- Reviews:
- 9a 
             
            Brimble MA.Fares FA. Tetrahedron 1999, 55: 7661
- 9b 
             
            Mead KT.Brewer BN. Curr. Org. Chem. 2003, 7: 227 ; and references cited therein
 
    