Synthesis of the C19 through C27 segment of okadaic acid using vinylogous urethane aldol chemistry: Part III

被引：26

作者：

Dankwardt, JW ^{[1
]}

Dankwardt, SM ^{[1
]}

Schlessinger, RH ^{[1
]}

机构：

[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 28期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(98)00973-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the C-19 through C-27 segment of the marine natural product okadaic acid was accomplished employing a highly enantio- and diasteroselective aldol coupling reaction of a chiral vinylogous urethane lactone enolate. The remainder of the carbon skeleton of this segment was constructed by a diastereoselective gamma-oxygenated allylstannane addition. Formation of the tetrahydropyran ring was achieved utilizing a stereoselective electrophilic cyclization. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：4979 / 4982

页数：4

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