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.
ASYMMETRIC-SYNTHESIS OF BETA-HYDROXYTHIOACETAMIDES MEDIATED BY ENANTIOMERICALLY PURE SULFINYL DERIVATIVES / M. CINQUINI, A. MANFREDI, H. MOLINARI, A. RESTELLI. - In: TETRAHEDRON. - ISSN 0040-4020. - 41:21(1985), pp. 4929-4936.
ASYMMETRIC-SYNTHESIS OF BETA-HYDROXYTHIOACETAMIDES MEDIATED BY ENANTIOMERICALLY PURE SULFINYL DERIVATIVES
A. MANFREDI;
1985
Abstract
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.
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