ENANTIOSELECTIVE RADICAL-MEDIATED ALLYLATION OF ALPHA-IODODIHYDROCOUMARINS USING LEWIS-ACIDS GENERATED FROM CHIRAL SULFONAMIDES

Authors
MURAKATA M JONO T HOSHINO O
Citation
M. Murakata et al., ENANTIOSELECTIVE RADICAL-MEDIATED ALLYLATION OF ALPHA-IODODIHYDROCOUMARINS USING LEWIS-ACIDS GENERATED FROM CHIRAL SULFONAMIDES, Tetrahedron : asymmetry, 9(12), 1998, pp. 2087-2092
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
12
Year of publication
1998
Pages
2087 - 2092
Database
ISI
SICI code
0957-4166(1998)9:12<2087:ERAOA>2.0.ZU;2-R
Abstract
Enantioseletive radical-mediated allylation using chiral Lewis acids g enerated from sulfonamides is described. Asymmetric allylation took pl ace in 54% enantiomeric excess to form a chiral quaternary carbon cent er with R configuration. The present reaction proceeded equally well w ith a substoichiometric amount of a chiral Lewis acid as with a stoich iometric amount. (C) 1998 Elsevier Science Ltd. All rights reserved.