Zirconium-mediated asymmetric Baeyer-Villiger oxidation

Citation
C. Bolm et O. Beckman, Zirconium-mediated asymmetric Baeyer-Villiger oxidation, CHIRALITY, 12(5-6), 2000, pp. 523-525
Citations number
24
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis
Journal title
CHIRALITY
ISSN journal
0899-0042 → ACNP
Volume
12
Issue
5-6
Year of publication
2000
Pages
523 - 525
Database
ISI
SICI code
0899-0042(2000)12:5-6<523:ZABO>2.0.ZU;2-#
Abstract
Combinations of axially chiral C-2-symmetric diols were used as ligands in zirconium-mediated Baeyer-Villiger reactions. The in situ preformed Zr-diol species proved effective in the asymmetric oxidation of bicyclic and monos ubstituted cyclobutanones when a hydroperoxide was employed as oxidant. Asy mmetric induction could be preserved upon replacement of one out of two ena ntiopure BINOL ligands by conformationally flexible 2,2'-biphenol. (C) 2000 Wiley-Liss, Inc.