Indium-mediated allylation of gem-diacetates to homoallylic acetates in aqueous media

Tetrahedron Letters

Volumn 41, Issue 15, 2000, Pages 2695-2697

  Yadav, J S ^a   Subba Reddy, B V ^a   Kiran Kumar Reddy, G S ^a  

^a Organic Division II   (India)

Author keywords

Allyl bromide; Gem diacetates; Homoallylic acetates; Indium

Indexed keywords

ACETIC ACID DERIVATIVE; ACETOACETIC ACID DERIVATIVE; BROMINE DERIVATIVE; INDIUM;

ARTICLE; ENZYME SUBSTRATE COMPLEX; INDIA; MOLECULAR INTERACTION; SYNTHESIS;

EID: 0034620947     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00242-2     Document Type: Article

References (16)

1. (a) Kryshtal, G. V.; Bogdanov, V. S.; Yanovskaya, L. A.; Volkov, Y. P.; Trusova, E. I. Tetrahedron Lett. 1982, 23, 3607.
2. (b) Ghribi, A.; Alexakis, A.; Normat, J. F. Tetrahedron Lett. 1984, 25, 3079.
3. (c) Trost, B. M.; Vercauteren, J. Tetrahedron Lett. 1985, 26, 131.
4. (d) Trost, B. M.; Lee, C. B.; Weiss, J. M. J. Am. Chem. Soc. 1995, 117, 7247.
5. (a) Sandberg, M.; Sydnes, L. K. Tetrahedron Lett. 1988, 39, 6361.
6. (b) Heerden, F. R.; Huyser, J. J.; Williams, D. B. G.; Holzapfer, C. W. Tetrahedron Lett. 1998, 39, 5281.
7. (a) Sydnes, L. K.; Sandberg, M. Tetrahedron 1997, 53, 12679.
8. (b) Genet, J. P.; Uziel, J.; Juge, S. Tetrahedron Lett. 1998, 28, 4559.
9. (c) Soderberg, B. C.; Austin, L. B.; Davis, C. A. Tetrahedron 1994, 50, 61.
10. Aggarwal, V. K.; Vennall, G. P. Synthesis 1998, 12, 1822.
11. (a) Cintas, P. Synlett 1995, 1087.
12. (b) Li, C.-J.; Chan T.-H. Tetrahedron 1999, 55, 11149.
13. (a) Li, C.-J.; Chan, T.-H. Tetrahedron Lett. 1991, 32, 7017.
14. (b) Wang, L.; Sun, X.; Zhang, Y. Synthetic Commun. 1998, 28, 3263.
15. Li, C.-J. Tetrahedron 1996, 52, 5643.
16. 3): δ 2.0 (s, 3H), 2.45-2.55 (m, 2H), 5.0-5.15 (m, 2H), 5.55-5.65 (m, 1H), 5.7 (m, 1H), 6.0 (s, 2H), 6.75-6.85 (m, 3H).