Microwave-assisted ethylene-alkyne cross-metathesis:: synthesis of chiral 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes

被引：27

作者：

Castagnolo, D ^{[1
]}

Renzulli, ML ^{[1
]}

Galletti, E ^{[1
]}

Corelli, F ^{[1
]}

Botta, M ^{[1
]}

机构：

[1] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 17期

关键词：

D O I：

10.1016/j.tetasy.2005.08.002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Chiral 1-arylpropargyl amides, which are resistant to undergoing ethylene-alkyne cross-metathesis at atmospheric pressure, were reacted under microwave irradiation to afford enantiomerically enriched 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes within a few minutes. Enantiomerically enriched amides underwent ethylene-alkyne cross-metathesis with retention of configuration at the propargylic/allylic position. A series of chiral 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes were synthesised with ee >= 95%; these latter compounds could be used as building blocks for the synthesis of new antifungal and antiaromatase agents. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2893 / 2896

页数：4

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