Asymmetric synthesis of the balanol heterocycle via a palladium-mediated epimerization and olefin metathesis

被引：64

作者：

Cook, GR ^{[1
]}

Shanker, PS ^{[1
]}

Peterson, SL ^{[1
]}

机构：

[1] N Dakota State Univ, Dept Chem, Fargo, ND 58105 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 04期

关键词：

D O I：

10.1021/ol990705+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The enantioselective formal synthesis of balanol, a potent protein kinase C inhibitor, was accomplished from D-serine utilizing a Pd-catalyzed equilibration of diastereomeric 5-vinyloxazolines to set the stereochemistry of the vicinal amino and hydroxyl groups. A ruthenium-catalyzed ring closing metathesis was employed to form the seven-membered nitrogen heterocyle.

引用

页码：615 / 617

页数：3

共 40 条

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