Synthesis of (±)-nephromopsinic acid

被引：28

作者：

Forster, A ^{[1
]}

Fitremann, J ^{[1
]}

Renaud, P ^{[1
]}

机构：

[1] Univ Fribourg, Inst Chim Organ, CH-1700 Fribourg, Switzerland

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 39期

关键词：

natural products; lactones; electrochemistry; radical reactions;

D O I：

10.1016/S0040-4039(98)01550-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of (+/-)-nephromopsinic acid form 7-oxabicyclo[2.2.1]hept-5-en-2-one is reported. The synthesis takes advantage of a previously reported radical acyl migration. A remarkable iodide mediated cleavage of the bicyclic systems followed by the introduction of the gamma-chain via a mixed Kolbe electrolysis are the key features of this approach. This strategy is expected to be of interest for the preparation of all kinds of paraconic acids with excellent control of the stereochemistry. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7097 / 7100

页数：4

共 29 条

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