Desymmetrization of a meso-Allylic Acetal by Enantioselective Conjugate Elimination

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• 作者：Ling Xu ; Thomas Regnier ; Lo&iuml ; c Lemiè ; gre ; Pascal Cardinael ; Jean-Claude Combret ; Jean-Philippe Bouillon ; Jé ; rome Blanchet ; Jacques Rouden ; Anne Harrison-Marchand ; Jacques Maddaluno
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：March 6, 2008
• 年：2008
• 卷：10
• 期：5
• 页码：729 - 732
• 全文大小：109K
• 年卷期：v.10,no.5(March 6, 2008)
• ISSN：1523-7052

文摘

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