MODEL STUDIES RELATED TO THE TOTAL SYNTHESIS OF THE FUMITREMORGINS - THE PICTET-SPENGLER CYCLIZATION AND THE FORMATION AND INTRAMOLECULAR ACYLATION OF A 1,2-DIHYDRO-BETA-CARBOLINE DERIVATIVE

被引：15

作者：

HARRISON, DM ^{[1
]}

SHARMA, RB ^{[1
]}

机构：

[1] UNIV ULSTER,DEPT CHEM,COLERAINE BT52 1SA,NORTH IRELAND

来源：

TETRAHEDRON | 1993年 / 49卷 / 15期

关键词：

D O I：

10.1016/S0040-4020(01)89899-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparations of the tetrahydro-beta-carbolines 8, 9b, and 9d are described. The Pictet-Spengler reaction of L-tryptophyl-L-proline methyl ester with 3-methylbutanal gave the tetrahydro-beta-carbolines 20 and 21; subsequent acid-catalysed cyclisation afforded the fumitremorgin analogues 22 and 23. The 2-(p-toluenesulphonyl)tetrahydro-beta-carboline 27a furnished the unsaturated pentacycle 28a upon treatment with alkali.

引用

页码：3165 / 3184

页数：20

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