Author： Fustero Santos Barrio Pablo Catalán-Muñoz Silvia
Publisher： Taylor & Francis Ltd
ISSN： 1042-6507
Source： Phosphorus, Sulfur, and Silicon and the Related Elements, Vol.188, Iss.4, 2013-04, pp. : 331-339
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Abstract
The application of allylic sulphoxides and, particularly, the chiral amine reagent tert-butanesulphinamide has been extended to three different tandem processes. The condensation of (R)-(+)-allyl p-tolyl sulphoxide, fluorinated nitriles and alkyl propiolates led to a new family of enantiomerically pure fluorine-containing 1,4- dihydropyridines. A diastereoselective nucleophilic addition of fluorinated nucleophiles onto (R)-(tert-butanesulphinyl) imines, followed by an intramolecular aza-Michael reaction gave rise to either fluorinated isoindolines or 3-substituted indanones in a stereoselective manner.
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