4.4 Article

Convenient stereoselective synthesis of β-perfluoroalkyl α,β-unsaturated esters via Horner-Wadsworth-Emmons reactions

Journal

TETRAHEDRON
Volume 71, Issue 42, Pages 8059-8066

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.08.048

Keywords

Horner-Wadsworth-Emmons reactions; alpha,beta-Unsaturated esters; Perfluoroalkyl groups; Perfluoroalkylated hemiacetals; Perfluoroalkylated ketones

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Condensation of Horner-Wadsworth-Emmons reagents 3 and ketones 2 with a perfluoroalkyl (Rf) moiety prepared in situ was proved to be significantly efficient and powerful methods for the construction of a wide variety of alpha,beta-unsaturated esters with Rf and R-1 groups both at the beta-position due to convenient avoidance of usually tedious as well as troublesome isolation steps of these ketones 2. (C) 2015 Elsevier Ltd. All rights reserved.

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