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Acid promoted enantioselective oxygen-atom transfer from N-alkyl binaphthyl-derived oxaziridines onto sulfides

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Akhatou, Abdeslam Rahimi, Maryam Cheboub, Karima [UCL] Ghosez, Léon [UCL] Hanquet, Gilles

Acid-promoted asymmetric sulfoxidations of prochiral sulfides using binaphthyl-derived oxaziridines have been studied. The reactions of dialkyl or aryl-alkyl sulfides gave good yields of the corresponding sulfoxides with enantiopurities ranging from 20% to 80%. The influence of temperature and strength of the acid catalyst on enantioselectivity was studied. The absolute configuration of the resulting major enantiomer varied with the structure of the sulfide. (c) 2007 Elsevier Ltd. All rights reserved.

Document type Article de périodique (Journal article) – Article de recherche
Access type Accès restreint
Publication date 2007
Language Anglais
Journal information "Tetrahedron" - Vol. 63, no. 27, p. 6232-6240 (2007)
Peer reviewed yes
Publisher Pergamon-elsevier Science Ltd (Oxford)
issn 0040-4020
e-issn 1464-5416
Publication status Publié
Affiliation UCL - SC/CHIM - Département de chimie
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Bibliographic reference Akhatou, Abdeslam ; Rahimi, Maryam ; Cheboub, Karima ; Ghosez, Léon ; Hanquet, Gilles. Acid promoted enantioselective oxygen-atom transfer from N-alkyl binaphthyl-derived oxaziridines onto sulfides. In: Tetrahedron, Vol. 63, no. 27, p. 6232-6240 (2007)
Permanent URL http://hdl.handle.net/2078.1/36915