Asymmetric construction of quaternary carbon centers by sequential conjugate addition of lithium amide and in situ alkylation: utility in the synthesis of (-)-aspidospermidine.
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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DOI：
10.1021/ol802759j
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发表时间：
2009-02
期刊：
影响因子：
5.2
通讯作者：
Mayuko Suzuki;Y. Kawamoto;Takeo Sakai;Y. Yamamoto;K. Tomioka
中科院分区：
文献类型：
--
作者：
Mayuko Suzuki;Y. Kawamoto;Takeo Sakai;Y. Yamamoto;K. Tomioka
通过手性二醚配体控制的氨基锂与环戊烯羧酸酯的不对称共轭加成反应和原位烷基化反应，合成了一种具有高对映体和非对映体选择性的手性季碳环戊烷衍生物。环戊烷衍生物成功转化为（-）-aspidospermidine。
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.