(5S)??5??(Trifluoromethyl) pyrrolidin??2??one as a Promising Building Block for Fluoroorganic Chemistry

…, AN Alekseenko, PK Mykhailiuk…

Index: Bezdudny, Andrii V.; Alekseenko, Anatoliy N.; Mykhailiuk, Pavel K.; Manoilenko, Olga V.; Shishkin, Oleg V.; Pustovit, Yurii M. European Journal of Organic Chemistry, 2011 , # 9 p. 1782 - 1785

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Citation Number: 2

Abstract

Abstract Pyroglutamic acid smoothly reacts with sulfur tetrafluoride at room temperature to afford enantiomerically pure (5S)-5-(trifluoromethyl) pyrrolidin-2-one (92% yield,> 99% ee). Representative one-step transformations of 1 provided both γ-(S)-trifluoromethyl GABA and (2S)-2-(trifluoromethyl) pyrrolidine on a multigram scale.