Catalytic Asymmetric Vinylogous Mukaiyama-aldol (CAVM) reactions: The enolate activation

Authors
Bluet, G Campagne, JM
Citation
G. Bluet et Jm. Campagne, Catalytic Asymmetric Vinylogous Mukaiyama-aldol (CAVM) reactions: The enolate activation, J ORG CHEM, 66(12), 2001, pp. 4293-4298
Citations number
39
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
12
Year of publication
2001
Pages
4293 - 4298
Database
ISI
SICI code
0022-3263(20010615)66:12<4293:CAVM(R>2.0.ZU;2-N
Abstract
The Catalytic Asymmetric Vinylogous Mukaiyama (CAVM) reactions of various a ldehydes with dienolate 1 using different enolate activations (CuF . (S)-To lBinBp, t-BuOCu . (S)-Tol-Binap, and various chiral nonracemic ammonium flu orides derived from cinchona alkaloids) are described. These reactions prov ed to be highly regioselective leading exclusively to the cr-aldol products in good yields and peer to good enantioselectivities.