A NOVEL SYNTHETIC APPROACH TO ALPHA-AMINOPHOSPHINE SULFIDE STRUCTURES- THE FIRST ADDITION OF DIMETHYL-PHOSPHINE SULFIDE TO 3-THIAZOLINES

The addition of dimethylphosphine sulfide to the C=N double bond of he terocycles is described for the first time. The alkylation of the phos phine sulfide derivative was achieved via a new synthetic approach for this P-nucleophile. Starting from the S-containing, 5-membered 3-thia zolines the corresponding N,S-heterocyclic 3-thiazolidin-4-yl-dimethyl phosphine sulfides 3 were prepared. The use of a chiral 3-thiazoline a llowed investigations about the diastereoselectivity of the addition r eaction with the phosphine sulfide nucleophile via 1,3-induction.