Influence of hydroperoxides on the enantioselectivity of metal-catalyzed asymmetric Baeyer-Villiger oxidation and epoxidation with chiral ligands

Authors
Bolm, C Beckmann, O Kuhn, T Palazzi, C Adam, W Rao, PB Saha-Moller, CR
Citation
C. Bolm et al., Influence of hydroperoxides on the enantioselectivity of metal-catalyzed asymmetric Baeyer-Villiger oxidation and epoxidation with chiral ligands, TETRAHEDR-A, 12(17), 2001, pp. 2441-2446
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
17
Year of publication
2001
Pages
2441 - 2446
Database
ISI
SICI code
0957-4166(20010928)12:17<2441:IOHOTE>2.0.ZU;2-M
Abstract
Chiral hydroperoxides have a significant influence on the enantioselectivit y of the metal-catalyzed asymmetric Baeyer-Villiger oxidation of cyclic ket ones and the epoxidation of allylic alcohols, when chiral ligands are emplo yed. If both the ligand and the hydroperoxide are enantiopure. the ligand d etermines the formation of the preferred product enantiomer in both reactio ns. (C) 2001 Elsevier Science Ltd. All rights reserved.