OPTICALLY-ACTIVE 2-CYMANTRENYLOXAZOLINES - SYNTHESIS AND REGIOSELECTIVE METALATION

Citation
Nm. Loim et al., OPTICALLY-ACTIVE 2-CYMANTRENYLOXAZOLINES - SYNTHESIS AND REGIOSELECTIVE METALATION, Russian chemical bulletin, 42(1), 1993, pp. 166-169
Citations number
6
Categorie Soggetti
Chemistry
Journal title
ISSN journal
10665285
Volume
42
Issue
1
Year of publication
1993
Pages
166 - 169
Database
ISI
SICI code
1066-5285(1993)42:1<166:O2-SAR>2.0.ZU;2-0
Abstract
Three optically active oxazolines with a cymantrenyl substituent at po sition 2 of the heterocycle have been prepared. Metallation of these c ompounds with n-BuLi proceeds only at the two diastereotopic alpha- an d alpha'-positions of the Cp-ring to an equal extent. The dependence o f the sign of Cotton effect in the region of 300-350 nm upon the absol ute configuration of chiral centers remote from the Cp-ring has been d emonstrated.