Alkyne-enol ether cross-metathesis in the presence of CuSO4: Direct formation of 3-substituted crotonaldehydes in aqueous medium

Castagnolo, Daniele, Botta, Lorenzo and Botta, Maurizio (2009) Alkyne-enol ether cross-metathesis in the presence of CuSO4: Direct formation of 3-substituted crotonaldehydes in aqueous medium. The Journal of Organic Chemistry, 74 (8). pp. 3172-3174. ISSN 0022-3263

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Official URL: http://dx.doi.org/10.1021/jo900205x

Abstract

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 this approach safer, economic, and desiderable from an enviromental point of view.

Item Type: Article
Uncontrolled Keywords: quaternary ammonium group,ring-closing metathesis, Baylis-Hillman reaction, olefin metathesis, enyne metathesis, catalyst-bearing
Subjects: F100 Chemistry
Department: Faculties > Health and Life Sciences > Applied Sciences
Depositing User: Linda Barlow
Date Deposited: 09 Jan 2013 11:21
Last Modified: 12 Oct 2019 18:25
URI: http://nrl.northumbria.ac.uk/id/eprint/10981

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