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

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
23
Issue
30
Identifiers
DOI: 10.1016/s0040-4039(00)87540-1

Abstract

Abstract 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.

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