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Article Dans Une Revue Organic Letters Année : 2008

Desymmetrization of a meso-allylic acetal by enantioselective conjugate elimination.

Résumé

An unprecedented enantioselective deprotonation/conjugate elimination sequence, which transforms an allylic meso-dioxepane into a chiral diene, is described. The best desymmetrization conditions (ee up to 70%) involve s-BuLi and sparteine at -78 degrees C in THF.

Domaines

Chimie organique
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Dates et versions

hal-00909869 , version 1 (27-11-2013)

Identifiants

Citer

Ling Xu, Thomas Regnier, Loïc Lemiègre, Pascal Cardinael, Jean-Claude Combret, et al.. Desymmetrization of a meso-allylic acetal by enantioselective conjugate elimination.. Organic Letters, 2008, 10 (5), pp.729-732. ⟨10.1021/ol702877j⟩. ⟨hal-00909869⟩
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