Organic letters

Modular Approach to Saturated and α, β-Unsaturated Ketones

L Debien, B Quiclet-Sire, SZ Zard

Index: Debien, Laurent; Quiclet-Sire, Beatrice; Zard, Samir Z. Organic Letters, 2011 , vol. 13, # 20 p. 5676 - 5679

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Citation Number: 10

Abstract

2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinols react with radicals derived from xanthates by an addition–fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1, 4-Diketones are readily accessible by this approach. α, β- Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.

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