Organic Letters 2006-05-11

Rearrangement of homoallylic alcohols induced by DAST.

Sophie Canova, Véronique Bellosta, Serge Mignani, Antony Bigot, Janine Cossy

Index: Org. Lett. 8 , 2091, (2006)

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Abstract

[reaction: see text] Treatment of beta,gamma-unsaturated monoprotected 1,2-diols with diethylaminosulfur trifluoride (DAST) allows the stereoselective formation of beta,gamma-unsaturated aldehydes in good yields and with a good transfer of chirality.