Alkyne-Enol Ether Cross-Metathesis in the Presence of CuSO4: Direct Formation of 3-Substituted Crotonaldehydes in Aqueous Medium

被引：23

作者：

Castagnolo, Daniele ^{[1
]}

Botta, Lorenzo ^{[1
]}

Botta, Maurizio ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 08期

关键词：

QUATERNARY AMMONIUM GROUP; RING-CLOSING METATHESIS; BAYLIS-HILLMAN REACTION; OLEFIN METATHESIS; ENYNE METATHESIS; CATALYST BEARING; METAL-COMPLEXES; WATER; STEREOCHEMISTRY; HYDROLYSIS;

D O I：

10.1021/jo900205x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of 3-substituted crotonaldehydes via alkyne-enol ether cross-metathesis in the presence of CuSO4 and in aqueous medium was developed. Crotonaldehydes were obtained in good yields from terminal aryl-alkynes as well as from terminal alkyl-alkynes. All of the reactions were carried out under microwave irradiation and were completed in a few minutes. Water was used as the cosolvent, making c, this approach safer, economic, and desiderable from an enviromental point of view.

引用

页码：3172 / 3174

页数：3

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