Palladium-catalyzed asymmetric cyclization of methyl (E)-oxo-9-phenoxy-7-nonenoate and its analogs |
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Authors: | Keiji Yamamoto Jiro Tsuji |
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Institution: | Department of Chemical Engineering, Tokyo Institute of Technology, Meguro, Tokyo 152, JAPAN |
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Abstract: | Asymmetric cyclizations of methyl (E)-3-oxo-9-phenoxy-7-nonenoate () or methyl (E)-3-oxo-9-(methoxycarbonyl)oxy-7-nonenoate () without added base were carried out in the presence of a catalytic amount of palladium(II) acetate and chiral diphosphine as ligands. Allylic carbonate reacted by use of Pd(OAC)2-(S)-(R)-BPPFA at room temperature to give (R)-3-vinylcyclohexanone (), after decarboxylation, in up to 48% e. e. |
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