Stereodivergent synthesis of (E)-and (Z)-2-alken-4-yn-1-ols from 2-propynoic acid: a practical route via 2-alken-4-ynoates

R Takeuchi, K Tanabe, S Tanaka

Index: Takeuchi, Ryo; Tanabe, Keisuke; Tanaka, Shigeru Journal of Organic Chemistry, 2000 , vol. 65, # 5 p. 1558 - 1561

Full Text: HTML

Citation Number: 62

Abstract

Allylic alcohols and their derivatives play an important role in organic synthesis. For example, they are used as substrates for asymmetric epoxidation, 1 transition metal complex- catalyzed allylic substitution, 2 and Claisen rearrangement. 3 The stereodefined synthesis of allylic alcohols is necessary for such synthetic procedures. 2-Alken-4-yn-1-ols are a versatile and potential synthetic intermediate4 because of the presence of an enyne and an allylic ...