A new approach to 2,2-disubstituted chromenes and tetrahydroquinolines through intramolecular cyclization of chiral 3,4-epoxy alcohols

被引：26

作者：

Goujon, JY

Zammattio, F

Chrétien, JM

Beaudet, I

机构：

[1] Fac Sci & Tech, CNRS, UMR 6513, Organ Synth Lab, F-44322 Nantes 03, France

[2] Fac Tech Sci, CNRS, FR 2465, F-44322 Nantes 03, France

来源：

TETRAHEDRON | 2004年 / 60卷 / 18期

关键词：

chromene; tetrahydroquinoline; 2H-1-benzopyrane;

D O I：

10.1016/j.tet.2004.03.010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient route to chiral chromene and tetrahydroquinoline ring models 3 and 4 was developed by means of the vanadium epoxidation of chiral homoallylic alcohols 12 and 19 followed by an intramolecular epoxide opening of 3,4-epoxy alcohols 14 and 20. The configuration of all compounds was confirmed using NMR analysis. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：4037 / 4049

页数：13

共 54 条

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CRUZALMANZA R, 1994, HETEROCYCLES, V37, P759

[12]

DAVID M, 1997, PHARM SCI, V3, P305

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