Complementary stereocontrolled approaches to 2-pyrrolidinones bearing a vicinal amino diol subunit with three continuous chiral centers: A formal asymmetric synthesis of (-)-detoxinine

作者: Xiang Zhou , Wen-Jun Liu , Jian-Liang Ye , Pei-Qiang Huang

DOI: 10.1021/JO7018784

关键词:

摘要: We report herein two stereocomplementary approaches to erythro/trans and threo/cis vicinal amino diol subunits containing 2-pyrrolidinones (9 10) starting from the known enamides 7, easily available malimides. The first approach consists of an epoxidation-reductive dehydroxylation procedure, second one is based on hydroboration-oxidation reactions. Using method, a formal asymmetric synthesis (-)-detoxinine was achieved.

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