Conjugate addition of hydroxylamino derivatives to alkylidene malonates inthe presence of chiral Lewis acids

Authors
Cardillo, G Gentilucci, L Gianotti, M Kim, H Perciaccante, R Tolomelli, A
Citation
G. Cardillo et al., Conjugate addition of hydroxylamino derivatives to alkylidene malonates inthe presence of chiral Lewis acids, TETRAHEDR-A, 12(17), 2001, pp. 2395-2398
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
17
Year of publication
2001
Pages
2395 - 2398
Database
ISI
SICI code
0957-4166(20010928)12:17<2395:CAOHDT>2.0.ZU;2-0
Abstract
The conjugate addition of O-benzylhydroxylamine and N,O-bis(trimethylsilyl) hydroxylamine to alkylidene and arylidene malonates in the presence of Lewi s acids affords the corresponding beta -hydroxylamino derivatives in good y ields. The use of Cu(OTt)(2) in the presence of chiral bisoxazoline ligands opens the possibility of performing this reaction in a catalytic and enant ioselective way. (C) 2001 Elsevier Science Ltd. All rights reserved.