Asymmetric Construction of Quaternary Carbon Centers by Sequential Conjugate Addition of Lithium Amide and in Situ Alkylation: Utility in the Synthesis of (−)-Aspidospermidine

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• 作者：Mayuko Suzuki ; Yoshito Kawamoto ; Takeo Sakai ; Yasutomo Yamamoto ; Kiyoshi Tomioka
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：February 5, 2009
• 年：2009
• 卷：11
• 期：3
• 页码：653-655
• 全文大小：126K
• 年卷期：v.11,no.3(February 5, 2009)
• ISSN：1523-7052

文摘

Chiral diether ligand-controlled asymmetric conjugate addition of a lithium amide to cyclopentenecarboxylate and subsequent in situ alkylation gave a chiral cyclopentane derivative bearing a quaternary carbon with high enantio- and diastereoselectivity. The cyclopentane derivative was converted successfully to (−)-aspidospermidine.