Oxidative degradation of eicosapentaenoic acid into polyunsaturated aldehydes

被引：4

作者：

Holmeide, AK ^{[1
]}

Skattebol, L ^{[1
]}

机构：

[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway

来源：

TETRAHEDRON | 2003年 / 59卷 / 36期

关键词：

polyunsaturated aldehydes; epoxides; Payne type rearrangement;

D O I：

10.1016/S0040-4020(03)01096-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Eicosapentaenoic acid is converted in good overall yield to an alpha,beta-ethylenic epoxide derivative. The oxidative cleavage of the epoxide ring with periodic acid in ether proceeded in part with acid-catalyzed rearrangement of the vinyl epoxide moiety prior to cleavage. Among the products were 2E- and 2Z, 5Z, 8Z, 11Z-tetradecatetraenal,4-hydroxy-2E,6Z,9Z,12Z-pentadecatetraenal and (all-Z)-2-methoxy3,6,9,12-pentadecatetraenal. (C) 2003 Elsevier Ltd. All rights reserved.

引用

收藏

页码：7157 / 7162

页数：6

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