CYCLOPENTENONES FROM 2-ETHOXYALLYLIDENE(TRIPHENYL)PHOSPHORANE AND 1,2-DIACYLETHYLENES - SYNTHESIS OF (+/-)-METHYL DEHYDROJASMONATE

被引：15

作者：

HATANAKA, M ^{[1
]}

HIMEDA, Y ^{[1
]}

TANAKA, Y ^{[1
]}

UEDA, I ^{[1
]}

机构：

[1] NATL INST MAT & CHEM RES,DEPT MOLEC ENGN,TSUKUBA,IBARAKI 305,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 18期

关键词：

D O I：

10.1016/0040-4039(95)00515-E

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(3-(Alkoxycarbonyl)-2-ethoxy-2-propenylidene)triphenylphosphorane re acted with diacylethylenes to give 2-ethoxycyclopentadienes as a 1:1 mixture of the 1,3- and 1,4-dienes, which were convened upon mild acid treatment into cyclopentenones in a single form. Use of acylmethylenemalonate as an unsymmetrical substrate provides an excellent route to substituted cyclopentenones. An application of the annulation to synthesis of (+/-)-methyl dehydrojasmonate is also described.

引用

页码：3211 / 3214

页数：4

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