Some iron(III) catalyzed Michael reactions of chiral donors, bis-donors, and a bis-acceptor

Authors
Christoffers, J Oertling, H Onal, N
Citation
J. Christoffers et al., Some iron(III) catalyzed Michael reactions of chiral donors, bis-donors, and a bis-acceptor, J PRAK CHEM, 342(6), 2000, pp. 546-553
Citations number
34
Categorie Soggetti
Chemistry
Journal title
JOURNAL FUR PRAKTISCHE CHEMIE-PRACTICAL APPLICATIONS AND APPLIED CHEMISTRY
ISSN journal
14369966 → ACNP
Volume
342
Issue
6
Year of publication
2000
Pages
546 - 553
Database
ISI
SICI code
1436-9966(2000)342:6<546:SICMRO>2.0.ZU;2-7
Abstract
Michael reactions of beta -keto eaters 1a-1h with methyl vinyl ketone (2a) catalyzed by FeC3 . 6H(2)O (5 mol%) proceed with up to 99% yield. Conversio n of beta -keto esters 1a-1e derived from chiral alcohols with 2a result in only very low diastereoselectivities (max. dc 20%). A bis-beta -keto ester 1i and a bis-vinyl ketone 2b - both valuable monomers for poly-Michael rea ctions - are synthesized from common starting materials in up to gram quant ities.