Portal de Periódicos da CAPES

Palladium-catalyzed asymmetric cyclization of methyl (E)-oxo-9-phenoxy-7-nonenoate and its analogs

1982; Elsevier BV; Volume: 23; Issue: 30 Linguagem: Inglês

10.1016/s0040-4039(00)87540-1

1873-3581

Keiji Yamamoto, Jiro Tsuji,

Asymmetric Synthesis and Catalysis

Asymmetric cyclizations of methyl (E)-3-oxo-9-phenoxy-7-nonenoate (1) or methyl (E)-3-oxo-9-(methoxycarbonyl)oxy-7-nonenoate (4) without added base were carried out in the presence of a catalytic amount of palladium(II) acetate and chiral diphosphine as ligands. Allylic carbonate 4 reacted by use of Pd(OAC)2-(S)-(R)-BPPFA at room temperature to give (R)-3-vinylcyclohexanone (3), after decarboxylation, in up to 48% e. e.