INTRAMOLECULAR [3+2]CYCLOADDITIONS - SYNTHESIS OF 1-METHYLENE-2,3,3A,4,5,9B-HEXAHYDRO-1H-BENZ[E]INDENES AND AN UNSUCCESSFUL APPROACH TO ERGOT ALKALOIDS

被引：10

作者：

COLLINS, MP ^{[1
]}

DREW, MGB ^{[1
]}

MANN, J ^{[1
]}

FINCH, H ^{[1
]}

机构：

[1] GLAXO GRP RES LTD,WARE SG12 0DJ,HERTS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 23期

关键词：

D O I：

10.1039/p19920003211

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-(1-Hydroxy-2-trimethylsilylmethylprop-2-enyl)-2-(4-substituted-but-3-enyl)-4-methoxybenzenes, prepared by a short synthesis, underwent intramolecular [3 + 2]cycloadditions to produce the title indenes. An analogous intramolecular cycloaddition was attempted with N-benzyl-4-(2-methoxyvinyl)-3-(2-hydroxy-3-trimethylsilylmethylbut-3-enyl)indoline, in an attempt to produce a key intermediate for ergot alkaloid synthesis, but this was unsuccessful.

引用

页码：3211 / 3217

页数：7

共 17 条

[11] LEWIS ACID ASSISTED CONDENSATIONS BETWEEN A 5-METHOXYISOXAZOLIDINE AND SILICON-BASED NUCLEOPHILES - GAMMA-AMINO ALCOHOL BUILDING BLOCK IN THE SYNTHESIS OF AGROCLAVINE-I [J].