title: Deracemizing organocatalyzed Michael addition reactions of 2-(arylthio)cyclobutanones with β-nitrostyrenes.
abstract: Organocatalyzed Michael addition reactions of 2-(arylthio)cyclobutanones with trans-β-nitrostyrenes have been carried out using a bifunctional thiourea-primary amine catalyst, providing diastereoisomerically and enantiomerically enriched 2-alkyl-2-(arylthio)cyclobutanones having two contiguous stereocenters of which one is a chiral quaternary center. The absolute configuration of these novel adducts was assigned by X-ray diffraction analysis and a transition-state model is proposed to explain the observed stereoselectivities.
authors.affiliation: Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, Complesso Universitario di Monserrato, Monserrato (Ca), Italy. fsecci@unica.it.
authors.forename: Alberto
authors.initials: A
authors.lastname: Luridiana
authors.forename: Angelo
authors.initials: A
authors.lastname: Frongia
authors.forename: David J
authors.initials: DJ
authors.lastname: Aitken
authors.forename: Regis
authors.initials: R
authors.lastname: Guillot
authors.forename: Giorgia
authors.initials: G
authors.lastname: Sarais
authors.forename: Francesco
authors.initials: F
authors.lastname: Secci