An alternative strategy to the Pictet-Spengler method for tetrahydroisoquinoline synthesis: a feasibility study

被引：7

作者：

Henderson, Laura ^{[1
]}

Knight, David W. ^{[1
]}

Williams, Andrew C. ^{[2
]}

机构：

[1] Cardiff Univ, Main Coll, Sch Chem, Cardiff CF10 3AT, S Glam, Wales

[2] Eli Lilly & Co Ltd, Lilly Res Ctr, Windlesham GU20 6PH, Surrey, England

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 35期

基金：

英国工程与自然科学研究理事会;

关键词：

Pictet-Spengler; Alternative; Hydroamination; Acid-catalysed; Cyclisation; INTRAMOLECULAR HYDROAMINATION; ENANTIOSELECTIVE SYNTHESIS; CATALYTIC HYDROAMINATION; ISOQUINOLINE ALKALOIDS; ASYMMETRIC-SYNTHESIS; ALKYNES; ALKENES; CONDENSATION; DERIVATIVES; AMINATION;

D O I：

10.1016/j.tetlet.2012.06.091

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acid-catalysed cyclisations of the 2-aminoethyl styrene derivatives 9 give good to excellent yields of the corresponding tetrahydroisoquinolines 7 by an intramolecular hydroamination reaction, which represents an alternative and potentially more flexible strategy to the classical Pictet-Spengler method for the syntheses of such heterocycles. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：4657 / 4660

页数：4

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