1.
J Org Chem
; 87(5): 3482-3490, 2022 03 04.
Artículo
en Inglés
| MEDLINE
| ID: mdl-35179890
RESUMEN
Enantioselective sulfa-Michael additions to α,ß unsaturated diazocarbonyl compounds have been developed. Quinine-derived squaramide was found to be the best catalyst to promote C-S bond formation in a highly stereoselective fashion for alkyl and aryl thiols. The easy-to-follow protocol allowed the preparation of 22 examples in enantiomeric ratios up to 97:3 and reaction yields up to 94%. The mechanism and origins of enantioselectivity were determined through density functional theory (DFT) calculations.