Enantioselective organocatalytic conjugate addition of fluorocarbon nucleophiles to α,β-unsaturated aldehydes
2009 (English)In: Chemistry - A European Journal, ISSN 0947-6539, Vol. 15, no 39, 10013-10017 p.Article in journal (Refereed) Published
A highly chemo- and enantioselective organocatalytic addition of fluorocarbon nucleophiles, such as 1-fluoro-bis(phenylsulfonyl)methane, toα,β-unsaturated aldehydes is presented (see scheme). The reactions are catalyzed by simple chiral amines and give access to optically active fluorine derivatives in good yields and up to 95 % ee. Notably, the methodology can be applied to the formation of a chiral quaternary carbon center bearing a fluorine atom with high enantioselectivity.
Place, publisher, year, edition, pages
Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA , 2009. Vol. 15, no 39, 10013-10017 p.
aldehydes, asymmetric catalysis, chemoselectivity, fluorine, organocatalysis
IdentifiersURN: urn:nbn:se:su:diva-30471DOI: 10.1002/chem.200901260ISI: 000270854200010OAI: oai:DiVA.org:su-30471DiVA: diva2:272405