CALYCULIN SYNTHETIC STUDIES - STEREOSELECTIVE CONSTRUCTION OF THE C(14)-C(25) SPIROKETAL SUBUNIT

被引：35

作者：

SMITH, AB ^{[1
]}

DUAN, JJW ^{[1
]}

HULL, KG ^{[1
]}

SALVATORE, BA ^{[1
]}

机构：

[1] UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 37期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(00)93479-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent, stereocontrolled synthesis of the spiroketal fragment of calyculins A-H has been achieved. Key transformations include the novel iodine monobromide-induced iodocarbonate cyclization of (+)-19, efficient coupling of epoxide (+)-14 with the sterically hindered dithiane 15, and a multi-step, one-pot conversion of open-chain precursor (-)-13 to spiroketal (+)-11.

引用

页码：4855 / 4858

页数：4

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