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.

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