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Remarkable selectivity in addition of alcohols to epoxydienes of 5,7 bicyclic and 5,7,6 tricyclic systems.

Authors :
Boyer FD
Hanna I
Source :
The Journal of organic chemistry [J Org Chem] 2005 Feb 04; Vol. 70 (3), pp. 1077-80.
Publication Year :
2005

Abstract

Acid-catalyzed addition of alcohols to tricyclic dienyl epoxides such as 4 or bicyclic vinyl oxiranes such as 17 exclusively occurred at the vinyl terminus of unsaturated system through a typical S(N)2' process affording 1,6- and 1,4-dioxygenated derivatives, respectively.

Details

Language :
English
ISSN :
0022-3263
Volume :
70
Issue :
3
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
15675876
Full Text :
https://doi.org/10.1021/jo0481295