Nm. Loim et al., OPTICALLY-ACTIVE 2-CYMANTRENYLOXAZOLINES - SYNTHESIS AND REGIOSELECTIVE METALATION, Russian chemical bulletin, 42(1), 1993, pp. 166-169
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.