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Journal Articles Organic Letters Year : 2013

A two-step synthesis of α-keto vinyl carbinols from ketones.

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Abstract

Conjugate addition of lithium enolates onto terminal alkynyl- and allenyl-sulfoxides furnishes the corresponding allylic sulfoxides. The latter readily undergo a Mislow-Braverman-Evans rearrangement to yield the targeted α-keto vinyl carbinols. This two-step procedure does not require purification of the intermediates and constitutes the shortest approach to α-keto vinyl carbinols.
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hal-00966612 , version 1 (26-03-2014)

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Laurent Debien, Samir Z Zard. A two-step synthesis of α-keto vinyl carbinols from ketones.. Organic Letters, 2013, 15 (23), pp.6066-6069. ⟨10.1021/ol4029594⟩. ⟨hal-00966612⟩
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