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Diastereoselective kinetic protonation of exocyclic enolates derived from bicyclic ketones: control of stereochemistry mediated by bridging heteroatoms

Authors :
Davies, Huw M. L.
Hodges, L. Mark
Gregg, Timothy M.
Source :
Journal of Organic Chemistry. Nov 16, 2001, Vol. 66 Issue 23, p7898, 5 p.
Publication Year :
2001

Abstract

Research has been conducted on the bridging heteroatom beta. The hypothesis that the heteroatom attached beta to the carbonyl mediates the steric or electronic barrier to the transition state in protonating the enolate from the top or exo face has been investigated and is reported.

Details

ISSN :
00223263
Volume :
66
Issue :
23
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.80776301