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Enantioselective Synthesis of Glutarimide Alkaloids Cordiarimides A, B, Crotonimides A, B, and Julocrotine

✍ Scribed by Bo Teng; Jianfeng Zheng; Huiying Huang; Peiqiang Huang

Publisher: John Wiley and Sons
Year: 2011
Tongue: English
Weight: 109 KB
Volume: 29
Category: Article
ISSN: 0256-7660
DOI: 10.1002/cjoc.201180248

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✦ Synopsis

Abstract

Five glutarimide alkaloids cordiarimide A (5), cordiarimide B (6), crotonimide A (3), crotonimide B (4), and julocrotine (2) have been synthesized starting from Boc‐L‐glutamine (7). The benzylic alcohol chiral centre of cordiarimides B (6) has been established in 6:1 diastereoselectivity by catalytic asymmetric hydrogenation using Zhou's catalytic system Pd(CF~3~CO~2~)~2~/(R,R)‐Me‐DuPhos.

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