Asymmetric epoxidation of alpha,beta-unsaturated ketones catalyzed by chiral ytterbium complexes

Authors
Chen, RF Qian, CT de Vries, JG
Citation
Rf. Chen et al., Asymmetric epoxidation of alpha,beta-unsaturated ketones catalyzed by chiral ytterbium complexes, TETRAHEDR L, 42(39), 2001, pp. 6919-6921
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
39
Year of publication
2001
Pages
6919 - 6921
Database
ISI
SICI code
0040-4039(20010924)42:39<6919:AEOAKC>2.0.ZU;2-Y
Abstract
Several derivatives of (S)-(-)-BINOL ligands with 6,6 ' -substitutents were synthesized and applied as chiral ligands in the Yb(O-i-Pr)(3)-catalyzed a symmetric epoxidation of alpha,beta -unsaturated ketones. Superior results were obtained with 6,6 ' -diphenyl-BINOL, exemplified in the asymmetric epo xidation of (E)-1,3-diphenylprop-2-en-1-one in 91% yield and up to 97% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.