Practical Asymmetric Synthesis of Chiral Sulfoximines via Sulfur-Selective Alkylation
Yoshiaki Maeda, Suguru Hamada, Yusuke Aota, Kazuya Otsubo, Taichi Kano, Keiji Maruoka
Abstract
Chiral sulfoximines have recently been considered as promising bioisosteres in medicinal chemistry. However, methods for preparing chiral sulfoximines in a stereoselective manner are underdeveloped. Herein, we demonstrate an asymmetric synthesis of chiral sulfoximines through a stereospecific S-alkylation of readily accessible chiral sulfinamides under practical conditions. A key to establishing the practical conditions was the identification of the intermediate structure in our previously reported S-alkylation by X-ray crystallographic analysis.
Topics & Concepts
AlkylationStereospecificityCombinatorial chemistrySulfurStereoselectivityEnantioselective synthesisChemistryOrganic chemistryCatalysisSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques