High enantioselectivity in rhodium-catalyzed allylic alkylation of 1-substituted 2-propenyl acetates |
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Authors: | Hayashi Tamio Okada Atsushi Suzuka Toshimasa Kawatsura Motoi |
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Institution: | Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan. thayashi@kuchem.kyoto-u.ac.jp |
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Abstract: | reaction: see text] Rhodium-catalyzed asymmetric allylic alkylation of 1-substituted 2-propenyl acetates with dimethyl malonate proceeded with high enantioselectivity in the presence of cesium carbonate as a base and a rhodium catalyst generated from Rh(dpm)(C(2)H(4))(2) (dpm = dipivaloylmethanato) and a chiral phosphino-oxazoline whose basic skeleton is axially chiral binaphthyl to give branch alkylation products in greater than 90% ee. |
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