Journal of Organometallic Chemistry

New preparation of benzylic zinc reagents via a fragmentation reaction

C Piazza, N Millot, P Knochel

Index: Piazza, Claudia; Millot, Nicolas; Knochel, Paul Journal of Organometallic Chemistry, 2001 , vol. 624, # 1-2 p. 88 - 95

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Citation Number: 4

Abstract

The fragmentation of sterically hindered homobenzylic zinc alcoholates proceeds readily leading to benzylic zinc reagents free from any Wurtz-coupling product. Reaction of these organometallic intermediates with various aldehydes produces new homobenzylic alcohols in moderate to good yields. A 1, 4-addition of these newly prepared benzylic organometallics to an alkylidenemalonate is also reported.