The Journal of Organic Chemistry

Chelation-controlled protocol for the diastereoselective reduction of ketones

CR Sarko, IC Guch, M DiMare

Index: Sarko, Christopher R.; Guch, Ian C.; DiMare, Marcello Journal of Organic Chemistry, 1994 , vol. 59, # 4 p. 705 - 706

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Citation Number: 35

Abstract

Summary: A new chelation-controlled, a-chiral ketone reduction protocol is presented based on titanium tetra- chloride and a wide variety of reducing agents. Features of the proposed intermediate titanium chelates necessary to obtain high diastereoselectivity are discussed. ... The components necessary for chelation control are well understood chelate formation between a Lewis acid and substrate that activates and organizes followed by addition of a nucleophile.' This has ...