Synthetic Communications

Grignard Reagent/Borohydride Combinations Alkylation/Reduction of Esters

S Hallouis, C Saluzzo, R Amouroux

Index: Hallouis, Sophie; Saluzzo, Christine; Amouroux, Roger Synthetic Communications, 2000 , vol. 30, # 2 p. 313 - 324

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Citation Number: 5

Abstract

Abstract The one step transformation of esters into secondary alcohols (70--80% yields) has been performed with a Grignard reagent in the presence of calcium or zinc borohydride. Under the same conditions, vinylic Grignard reagents gave γ, δ-unsaturated alcohols in good yields through three successive reactions: addition to the ester carbonyl, then conjugate addition and, finally reduction).

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