STEREOSELECTIVE SYNTHESIS OF (3E,5E)-DIEN-2-ONES AND (2E,4E)-DIENALS VIA 2-PHENYLSULFONYL 1,3-DIENES

被引：18

作者：

BACKVALL, JE

ERICSSON, AM

PLOBECK, NA

JUNTUNEN, SK

机构：

[1] Department of Organic Chemistry, S-751 21 Uppsala

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 01期

关键词：

D O I：

10.1016/S0040-4039(00)77694-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Michael addition of nitroalkanes to 2-phenylsulfonyl 1,3-dienes proceeded smoothly in the presence of DBU to give nitrosulfones (e.g. 2) in high yield. Transformation of the nitro group of the adduct to a keto function (Nef type reaction) and subsequent elimination of benzenesulfinic acid afforded conjugated dienones and dienals with high stereoselectivity.

引用

页码：131 / 134

页数：4

共 20 条

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