Preparation of optically active 2-furylcarbinols by kinetic resolution using the Sharpless reagent and their application in organic synthesis

M Kusakabe, Y Kitano, Y Kobayashi…

Index: Kusakabe, Masato; Kitano, Yasunori; Kobayashi, Yuichi; Sato, Fumie Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2085 - 2091

Full Text: HTML

Citation Number: 134

Abstract

Table I summarizes the results of the kinetic resolution of 12 different types of 1, including benzofurylcarbinol. It can be seen from Table I that highly efficient kinetic resolution occurs in every case except for Id, which has a sterically demanding tertiary alkyl group, by using either a catalytic (20 mol%) or a stoichiometric amount of Ti-(0-i-Pr),/L-(+)-diisopropyl tartrate (L-(+)-DIPT).