D. M. Chiou

Stereospecific return in the methanolysis of propargylic halides. Remote phenyl directive effect on the stereoselection of carbonium ion capture

Abstract Product analysis in the methanolysis of an epimerie pair of propargyl chlorides shows that the solvolysis products arise from a common intermediate. The carbonium ion preferentially captures methanol on the Z -side by a 3:1 margin. The return products (the allenic isomers) are formed with complete retention.

Configurational assignment of several 1,4-substituted adamantanes

Abstract The configurations of several 1,4- (= 2,5-) disubstituted adamantanes have been determined by means of X-ray diffraction. Since these compounds have rigid skeletons and since there is almost no difference in stability or steric requirements between the geometric isomers, these epimers are expected to be very useful for stereochemical studies.