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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 30, 2000 - Issue 2
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Original Articles

Grignard Reagent/Borohydride Combinations Alkylation/Reduction of Esters

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Pages 313-324 | Received 26 Mar 1999, Published online: 04 Dec 2007
 

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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