The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst

Citation
Gg. Li et al., The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst, ORG LETT, 3(6), 2001, pp. 823-826
Citations number
55
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
6
Year of publication
2001
Pages
823 - 826
Database
ISI
SICI code
1523-7060(20010322)3:6<823:TACARO>2.0.ZU;2-F
Abstract
[GRAPHICS] The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C3F7CO oxazaborolidine as the catalyst. The f luoroacyl group of the catalyst was found to be crucial for control of enan tioselectivity. The reaction provides the first enantioselective approach t o beta -halo Baylis-Hillman-type adducts.