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Highly Stereoselective and One‐Pot Synthesis of Tetra‐substituted Monofluoroalkenes with Aldehydes and Fluorobis(phenylsulfonyl)methane

Highly Stereoselective and One‐Pot Synthesis of Tetra‐substituted Monofluoroalkenes with... A highly stereoselective synthesis of tetrasubstituted monofluoroalkenes with aldehydes and fluorobis(phenylsulfonyl)methane (FBSM) in one pot has been developed. The reaction was amenable to para‐ and meta‐substituted aryl aldehydes, 2‐naphthaldehyde, and cinnamaldehyde, giving phenylsulfonyl‐substituted monofluoroalkenes in 40%–86% yields with 98/2–99/1 Z/E ratios. The presence of the sulfonyl group enables the further transformation of the products into more useful monofluoroalkenes. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chinese Journal of Chemistry Wiley

Highly Stereoselective and One‐Pot Synthesis of Tetra‐substituted Monofluoroalkenes with Aldehydes and Fluorobis(phenylsulfonyl)methane

Chinese Journal of Chemistry , Volume 31 (7) – Jul 1, 2013

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References (37)

Publisher
Wiley
Copyright
Copyright © 2013 Wiley Subscription Services, Inc., A Wiley Company
ISSN
1001-604X
eISSN
1614-7065
DOI
10.1002/cjoc.201300365
Publisher site
See Article on Publisher Site

Abstract

A highly stereoselective synthesis of tetrasubstituted monofluoroalkenes with aldehydes and fluorobis(phenylsulfonyl)methane (FBSM) in one pot has been developed. The reaction was amenable to para‐ and meta‐substituted aryl aldehydes, 2‐naphthaldehyde, and cinnamaldehyde, giving phenylsulfonyl‐substituted monofluoroalkenes in 40%–86% yields with 98/2–99/1 Z/E ratios. The presence of the sulfonyl group enables the further transformation of the products into more useful monofluoroalkenes.

Journal

Chinese Journal of ChemistryWiley

Published: Jul 1, 2013

Keywords: ; ; ; ;

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