Synthetic study of fomitellic acids: construction of the AB ring moiety

被引：26

作者：

Yamaoka, Makoto ^{[1
]}

Fukatsu, Yuichi ^{[1
]}

Nakazaki, Atsuo ^{[1
]}

Kobayashi, Susumu ^{[1
]}

机构：

[1] Tokyo Univ Sci, Fac Pharmaceut Sci, RIKADAI, Noda, Chiba 2788510, Japan

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 27期

基金：

日本学术振兴会;

关键词：

Titanium(III)-mediated radical cascade cyclization; Epoxypolyene; Vinylogous Mukaiyama aldol reaction; Triterpenoid; 1ST TOTAL-SYNTHESIS; CATALYTIC EPOXYPOLYENE CYCLIZATION; DNA-POLYMERASE; STRAIGHTFORWARD SYNTHESIS; STRUCTURAL DETERMINATION; RADICAL CYCLIZATIONS; REVISED STRUCTURES; TERPENOIDS; PALMEROLIDE; TITANOCENE(III);

D O I：

10.1016/j.tetlet.2009.04.039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereocontrolled synthesis of a fully functionalized AB ring moiety of fomitellic acids was accomplished. The tricyclic skeleton was stereoselectively constructed by means of titanium(III)-mediated radical cascade cyclization of epoxypolyene. The stereochemistry at C1 and C3 was controlled by a vinylogous Mukaiyama aldol reaction and a Sharpless asymmetric epoxidation, respectively. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：3849 / 3852

页数：4

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