Stereocontrolled Synthesis of Exocyclic Olefins Using Arene Tricarbonyl Chromium Complex-Catalyzed Hydrogenation. II. A Catalytic Asymmetric Synthesis of an Anthracycline Intermediate

Abstract

A method for the stereospecific synthesis of trisubstituted exocyclic allylic alcohols is described. Using this methodology in combination with the Sharpless catalytic asymmetric epoxidation, an efficient synthesis of (R)-(-)-9, an important intermediate for anthracycline synthesis, has been accomplished in 36% overall yield from 14 with 93% ee.