A NEW CHIRAL DISULFONAMIDE LIGAND DERIVED FROM ALPHA-AMINO-ACID FOR CATALYTIC ENANTIOSELECTIVE CYCLOPROPANATION

Authors
IMAI N SAKAMOTO K MAEDA M KOUGE K YOSHIZANE K NOKAMI J
Citation
N. Imai et al., A NEW CHIRAL DISULFONAMIDE LIGAND DERIVED FROM ALPHA-AMINO-ACID FOR CATALYTIC ENANTIOSELECTIVE CYCLOPROPANATION, Tetrahedron letters, 38(8), 1997, pp. 1423-1426
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
8
Year of publication
1997
Pages
1423 - 1426
Database
ISI
SICI code
0040-4039(1997)38:8<1423:ANCDLD>2.0.ZU;2-A
Abstract
A new disulfonamide prepared from alpha-amino acid in five steps catal yzed cyclopropanation of allylic alcohols with Et(2)Zn and CH2I2 to af ford the corresponding cyclopropylmethanols in moderate to good enanti oselectivites. In particular, the reaction of cinnamyl alcohol in the presence of a chiral disulfonamide 1k afforded an excellent enantiosel ectivity (85% ee). (C) 1997 Elsevier Science Ltd.