Enantioselective carbanion cyclization of 5-alkenyl carbamates induced by asymmetric lithiation with s-butyllithium/(−)-sparteine system |
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Authors: | Katsuhiko Tomooka Nobuyuki Komine Tomoya Sasaki Hideo Shimizu Takeshi Nakai |
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Institution: | Department of Chemical Technology, Tokyo Institute of Technology Meguro-ku, Tokyo 152-8552, Japan |
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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). |
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Keywords: | carbanions cyclization enantiocontrol lithiation |
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