Lewis acid-catalyzed asymmetric diels-alder reactions using chiral sulfoxide ligands: chiral 2-(arylsulfinylmethyl)-1,3-oxazoline derivatives

Chemical & Pharmaceutical Bulletin
Kazuhiro WatanabeK Hiroi

Abstract

New chiral sulfoxide-1,3-oxazoline ligands have been developed as chiral ligands for Lewis acid-catalyzed asymmetric Diels-Alder reactions. The use of chiral sulfinyl 1,3-oxazoline ligands in copper(II)-catalyzed asymmetric Diels-Alder reactions provided an endo cycloadduct as a major product with moderate enantioselectivity. A rationale is proposed for the mechanism of the asymmetric induction.

Citations

May 9, 2015·Chemical Society Reviews·Gellért SiposReto Dorta
Feb 13, 2019·Topics in Current Chemistry·Tao JiaJian Liao
Mar 25, 2015·Angewandte Chemie·Barry M Trost, Meera Rao
May 16, 2009·Angewandte Chemie·Dominique ArmspachLoic Toupet
May 1, 2012·Chemical Communications : Chem Comm·Hong-Gang ChengWen-Jing Xiao
Sep 9, 2004·Chemical Reviews·Helen A McManus, Patrick J Guiry
Oct 24, 2008·Chemical Reviews·Sébastien Reymond, Janine Cossy

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