BENZYL METHYL (S)-2-(P-TOLYLSULFINYL)MALEATE - AN EFFICIENT DIENOPHILE FOR THE ENANTIOSELECTIVE SYNTHESIS OF CYCLOHEXADIENES

被引：21

作者：

ALONSO, I ^{[1
]}

CARRETERO, JC ^{[1
]}

RUANO, JLG ^{[1
]}

机构：

[1] UNIV AUTONOMA MADRID,DEPT QUIM,E-28049 MADRID,SPAIN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 12期

关键词：

D O I：

10.1021/jo00064a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The new dienophile, benzyl methyl (S)-2-(p-tolylsulfinyl)maleate, readily prepared in two steps from benzyl acetate, reacts with a wide variety of 1,3-dienes, under catalysis by TiC4, in a very regioselective and stereoselective manner to give optically pure (ee >96%) 1,3- and/or 1,4-cyclohexadienedicarboxylate esters in very high yields.

引用

页码：3231 / 3232

页数：2

共 13 条

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