Studies directed toward the total synthesis of azaspiracid.: Construction of the C1-C19 carbon backbone and synthesis of the C10, C13 nonnatural transoidal bisspirocyclic ring system

被引：31

作者：

Carter, RG ^{[1
]}

Graves, DE ^{[1
]}

机构：

[1] Univ Mississippi, Dept Chem & Biochem, University, MS 38677 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(01)01211-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The efficient entry to the C-1-C-19 carbon backbone of azaspiracid is outlined utilizing a key Julia coupling strategy. Spirocyclization of a C-12 sulfone substrate induced formation of the unprecedented. nonnatural transoidal bisspiroketal. Construction of the bisspirocyclic array at C-10 and C-13, in the absence of the C-12 sulfone, led to formation of the cisoidal orientation of the bisspirocycle, with the nonnatural stereochemistry at C-13. (C) 2001 Elsevier Science Ltd, All rights reserved.

引用

页码：6035 / 6039

页数：5

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