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.
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页码：489 / 495
页数：7
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