Modified Pictet-Spengler reaction.: A highly diastereoselective approach to 1,2,3-trisubstituted-1,2,3,4-tetrahydro-β-carbolines using perhydro-1,3-heterocycles

被引：44

作者：

Singh, K ^{[1
]}

Deb, PK

Venugopalan, P

机构：

[1] Guru Nanak Dev Univ, Dept Appl Chem Sci & Technol, Amritsar 143005, Punjab, India

[2] Panjab Univ, Dept Chem, Chandigarh 160014, India

来源：

TETRAHEDRON | 2001年 / 57卷 / 37期

关键词：

oxazinane; oxazolidine; tetrahydro-beta-carboline; Pictet-Spengler reaction; diastereoselectivity; carbonyl equivalent;

D O I：

10.1016/S0040-4020(01)00763-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A flexible variant of the Pictet-Spengler reaction employing oxazinanes as synthetic equivalents of several carbonyl compounds has been developed. Using acid catalyzed one pot condensation of perhydro-1,3-heterocycles various 1,3-disubstituted and 1,2,3-trisubstituted-1,2,3,4-tetrahydro-beta -carbolines (THBCs) have been synthesized diastereoselectively. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：7939 / 7949

页数：11

共 58 条

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