A rapid and efficient enantiospecific synthesis of the functionalized ABC-ring system of tetranortriterpene dumsins and their analogues

Tetrahedron Asymmetry

Volumn 19, Issue 11, 2008, Pages 1392-1396

  Srikrishna, Adusumilli ^a   Pardeshi, Vijendra H ^a   Thriveni, Pinnu ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CARVONE; TERPENE DERIVATIVE; TETRANORTRITERPENE DERIVATIVE; TRITERPENE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOSELECTIVITY; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 47049091077     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.05.015     Document Type: Article

References (19)

1. Kubo I., Hanke F.J., Asaka Y., Matsumoto T., He C.H., and Clardy J. Tetrahedron 46 (1990) 1515
2. Nihei K.-I., Hanke F.J., Asaka Y., Matsumoto T., and Kubo I. J. Agric. Food Chem. 50 (2002) 5048
3. Nihei K.-I., Asaka Y., Mine Y., Ito C., Furukawa H., Ju-ichi M., and Kubo I. J. Agric. Food Chem 52 (2004) 3325
4. Nihei K., Asaka Y., Mine Y., and Kubo I. J. Nat. Prod. 68 (2005) 244
5. Nihei K.-I., Asaka Y., Mine Y., Yamada Y., Iigo M., Yanagisawa T., and Kubo I. J. Nat. Prod. 69 (2006) 975
6. Ndung'u M., Hassanali A., Hooper A.M., Chhabra S., Miller T.A., Paul R.L., and Torto B. Phytochemistry 64 (2003) 817
7. Yin S., Wang X.-N., Fan C.-Q., Liao S.-G., and Yue J.-M. Org. Lett. 9 (2007) 2353
8. Hong F.-T., and Paquette L.A. Tetrahedron Lett. 35 (1994) 9153
9. Paquette L.A., and Hong F.-T. J. Org. Chem. 68 (2003) 6905
10. Paquette L.A., Hu Y., Luxenburger A., and Bishop R.L. J. Org. Chem. 72 (2007) 209
11. Gesson J.-P., Jaquesy J.-C., and Renoux B. Tetrahedron 45 (1989) 5853
12. Grubbs R.H., and Chang S. Tetrahedron 54 (1998) 4413
13. Fürstner A. Angew. Chem., Int. Ed. 39 (2000) 3013
14. Trnka T.M., and Grubbs R.H. Acc. Chem. Res. 34 (2001) 18
15. Grubbs R.H. Tetrahedron 60 (2004) 7117
16. Buchi G., and Egger B. J. Org. Chem. 36 (1971) 2021
17. Srikrishna A., and Hemamalini P. Indian J. Chem. 29B (1990) 152
18. Srikrishna A., and Reddy T.J. Indian J. Chem. 34B (1995) 844
19. Similar temperature-based changes of the stereochemistry in allylations were also observed in a few other carvone derivatives. Srikrishna, A.; Pardeshi, V. H.; Satyanarayana, G., unpublished results.