An easy and straightforward approach to the asymmetric synthesis of isoflavanones

被引：31

作者：

Vicario, JL ^{[1
]}

Badía, D ^{[1
]}

Carrillo, L ^{[1
]}

机构：

[1] Univ Basque Country, Fac Ciencias, Dept Quim Organ, E-48080 Bilbao, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 04期

关键词：

D O I：

10.1016/S0957-4166(02)00831-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Isoflavanones 4a-d have been prepared in a stereocontrolled fashion using (S.S)-(+)-pseudoephedrine as a chiral auxiliary. The employed synthetic pathway consists of only four steps and involves initial formation of the stereogenic centre via diastereoselective aldol reaction of pseudoephedrine arylacetamides la-c with formaldehyde, followed by aryl ether formation under Mitsunobu conditions, removal of the chiral auxiliary by hydrolysis and final Friedel-Crafts intramolecular acylation. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：489 / 495

页数：7

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