Studies Toward the Synthesis of Spirolides: Assembly of the Elaborated E-Ring Fragment

被引：27

作者：

Stivala, Craig E. ^{[1
]}

Zakarian, Armen ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 04期

基金：

美国国家卫生研究院;

关键词：

BIVALVE PINNA-MURICATA; OXIDATIVE RADICAL CYCLIZATION; BIS-SPIROACETAL MOIETY; RELATIVE STEREOCHEMISTRY; SHELLFISH POISON; PTERIATOXIN-C; MARINE TOXIN; INTERMEDIATE; (+)-PINNATOXIN-A; (-)-GYMNODIMINE;

D O I：

10.1021/ol8027797

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective synthesis of the spiroimine fragment of spirolide C is described. The congested C7 and C29 tertiary and quaternary centers are constructed by a diastereoselective Ireland-Claisen rearrangement. The E ring is completed by means of an aldol cyclocondensation. Additional studies were preformed on the advanced intermediate to probe a future coupling strategy.

引用

页码：839 / 842

页数：4

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