Complementary Stereocontrolled Approaches to 2-Pyrrolidinones Bearing a Vicinal Amino Diol Subunit with Three Continuous Chiral Centers: A Formal Asymmetric Synthesis of (−)-Detoxinine
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We report herein two stereocomplementary approaches to erythro/trans and threo/cis vicinal amino diol subunits containing 2-pyrrolidinones (9 and 10) starting from the known enamides 7, easily available from malimides. The first approach consists of an epoxidation−reductive dehydroxylation procedure, and the second one is based on hydroboration−oxidation reactions. Using the second method, a formal asymmetric synthesis of (−)-detoxinine was achieved.
创建时间：
2007-11-09
