Zinc-mediated asymmetric epoxidation of nitro alkenes with oxygen

Authors
Enders, D Kramps, L Zhu, JQ
Citation
D. Enders et al., Zinc-mediated asymmetric epoxidation of nitro alkenes with oxygen, TETRAHEDR-A, 9(22), 1998, pp. 3959-3962
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
9
Issue
22
Year of publication
1998
Pages
3959 - 3962
Database
ISI
SICI code
0957-4166(19981127)9:22<3959:ZAEONA>2.0.ZU;2-9
Abstract
The asymmetric epoxidation of nitro alkenes using oxygen in the presence of diethylzinc and N-methyl pseudoephedrine as a chiral additive is reported. This method provides an access to 3-substituted trans-2-nitro oxiranes of excellent diastereomeric purity (de greater than or equal to 98%) and with medium to good enantiomeric excesses (ee=36-82%). (C) 1998 Elsevier Science Ltd. All rights reserved.