Facile Synthesis of Fluoroalkenes by Palladium-Catalyzed Reductive Defluorination of Allylic gem-Difluorides
Organic Letters2007Vol. 9(17), pp. 3465–3468
Citations Over TimeTop 10% of 2007 papers
Tetsuo Narumi, Kenji Tomita, Eriko Inokuchi, Kazuya Kobayashi, Shinya Oishi, Hiroaki Ohno, Nobutaka Fujii
Abstract
Chemo- and stereoselective synthesis of fluoroalkenes was achieved in excellent yields via Pd-catalyzed C-F bond activation. In this transformation, Et3N plays a crucial role to produce reactive hydride species such as Ph(EtO)SiH2 and Ph(EtO)2SiH by promoting dehydrogenative coupling. The reaction proceeds efficiently at 50 degrees C with a variety of substrates and is also useful for the synthesis of fluoroalkene peptidomimetics.
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