A ligand-accelerated chiral Lewis acid catalyst in asymmetric Michael addition of thiols to alpha,beta-unsaturated carbonyls.

Citation
S. Kobayashi et al., A ligand-accelerated chiral Lewis acid catalyst in asymmetric Michael addition of thiols to alpha,beta-unsaturated carbonyls., SYNLETT, 2001, pp. 983-985
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Year of publication
2001
Pages
983 - 985
Database
ISI
SICI code
0936-5214(2001):<983:ALCLAC>2.0.ZU;2-2
Abstract
A novel chiral hafnium catalyst, which was readily prepared from Hf(OTf)(4) and chiral ligand 1, has been developed in asymmetric Michael reactions of thiols with 3-(2-alkenoyl)-2-oxazolidinones, affording the corresponding a dducts in high yields and enantiomeric excesses. Although chiral Lewis acid s are less reactive than their original Lewis acids in many cases, ligand-a cceleration has been demonstrated in this asymmetric Michael addition react ion.