Enantioselective synthesis of aryl sulfoxides via palladium-catalyzed arylation of sulfenate anions

G Maitro, S Vogel, M Sadaoui, G Prestat, D Madec…

Index: Maitro, Guillaume; Vogel, Sophie; Prestat, Guillaume; Madec, David; Poli, Giovanni Organic Letters, 2006 , vol. 8, # 26 p. 5951 - 5954

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Citation Number: 44

Abstract

Arylation of various sulfenate anions generated from β-sulfinyl esters by retro-Michael reaction in the presence of palladium (0) and enantiopure ligands gave the corresponding aryl sulfoxides in enantio-enriched form. The Josiphos-type ligand (R)-(S)-PPF-t-Bu2 turned out to be the best ligand tested, allowing ee's up to 83% in a predictable sense.

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