SOME OBSERVATIONS REGARDING THE STEREOCHEMICAL COURSE OF IMINIUM ION REDUCTIONS - AN EXAMPLE OF THE SIZE DIFFERENCE BETWEEN SODIUM CYANOBOROHYDRIDE AND SODIUM TRIACETOXYBOROHYDRIDE

Authors
HART DJ LEROY V
Citation
Dj. Hart et V. Leroy, SOME OBSERVATIONS REGARDING THE STEREOCHEMICAL COURSE OF IMINIUM ION REDUCTIONS - AN EXAMPLE OF THE SIZE DIFFERENCE BETWEEN SODIUM CYANOBOROHYDRIDE AND SODIUM TRIACETOXYBOROHYDRIDE, Tetrahedron, 51(20), 1995, pp. 5757-5770
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
20
Year of publication
1995
Pages
5757 - 5770
Database
ISI
SICI code
0040-4020(1995)51:20<5757:SORTSC>2.0.ZU;2-J
Abstract
The stereochemical course of reductions of iminium ions with sodium cy anoborohydrite and sodium triacetoxyborohydride was examined within th e context of model studies directed toward the synthesis of the quinol izidine alkaloid clavepictine A. Conformational preferences of the imi nium ion and and effective size of me reducing agent were shown play a role in determining reduction stereochemistry.