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Enantioselective carbanion cyclization of 5-alkenyl carbamates induced by asymmetric lithiation with s-butyllithium/(−)-sparteine system
Authors:Katsuhiko Tomooka  Nobuyuki Komine  Tomoya Sasaki  Hideo Shimizu  Takeshi Nakai
Institution:

Department of Chemical Technology, Tokyo Institute of Technology Meguro-ku, Tokyo 152-8552, Japan

Abstract:Treatment of (E)-6-phenyl-5-hexenyl carbamates with s-BuLi/(−)-sparteine is shown to afford the trans-1,2-disubstituted cyclopentane derivatives in high % ee, along with the bicyclo3.1.0]hexanes (bicyclization products).
Keywords:carbanions  cyclization  enantiocontrol  lithiation
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