Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)-or ( …

…, CT Goralski, MV Rangaishenvi…

Index: Singaram, Bakthan; Goralski, Christian T.; Rangaishenvi, Milind V.; Brown, Herbert C. Journal of the American Chemical Society, 1989 , vol. 111, # 1 p. 384 - 386

Full Text: HTML

Citation Number: 21

Abstract

The conversion of carbonyl compounds to alkenes has been of considerable interest in the past, and numerous methods have been developed for this transf~ rmation.~-~ In all of these previous studies, except the desulfurization of'vinyl sulfides, 6 only cyclic ketones, in which the stereochemistry of the resulting double bond is fixed, have been investigated. In the course of expanding our studies on the hydroboration of enamines' O to include ...