Asymmetric synthesis of β-hydroxythioacetamides mediated by enantiomerically pure sulphiny1 derivatives
作者:Mauro Cinquini、Amedea Manfredi、Henriette Molinari、Angelo Restelli
DOI:10.1016/s0040-4020(01)96733-x
日期:1985.1
Enantiomerically pure P-tolyl sulphinyl-N,N-dimethylthioacetamide (1) was prepared starting from (-)-(S)-menthyl toluene-p-sulphinate. Aldol-type condensation of (1) and subsequent removal of the Sulphinyl group open an entry to optically active β-hydroxy thioacetamides in 40–90% e.e.
从(-)-(S)-薄荷基甲苯-对-硫酸酯开始制备对映体纯的对甲苯基亚磺酰基-N,N-二甲基硫代乙酰胺(1)。(1)的醛醇缩合反应和随后的亚磺酰基基团的去除打开了在40-90%ee中进入旋光性β-羟基硫代乙酰胺的通道