PALLADIUM(II)-CATALYZED ASYMMETRIC 1,4-OXIDATION OF 2-PHENYL-1,3-CYCLOHEXADIENE

Authors
THORARENSEN A PALMGREN A ITAMI K BACKVALL JE
Citation
A. Thorarensen et al., PALLADIUM(II)-CATALYZED ASYMMETRIC 1,4-OXIDATION OF 2-PHENYL-1,3-CYCLOHEXADIENE, Tetrahedron letters, 38(49), 1997, pp. 8541-8544
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
49
Year of publication
1997
Pages
8541 - 8544
Database
ISI
SICI code
0040-4039(1997)38:49<8541:PA1O2>2.0.ZU;2-Y
Abstract
Several new sulfoxide and amide substituted benzoquinones have been em ployed as ligands in the Pd(II)-catalyzed 1,4-oxidation of 2-phenyl-1, 3-cyclohexadiene (1). The sulfoxide ligand 4 is a superior ligand in t he reaction affording high yield in the functionalization of this sens itive 1,3-diene, and with this ligand the trans-diacetate was obtained with up to 45% enantiomeric excess. (C) 1997 Elsevier Science Ltd.