Abstract
The stereocontrolled synthesis of functionalized organosulfur compounds of a general formula: Bn 2NCH(CH 3)CH(OH)CH 2SX [where: X = SO 3Na or SP(S)(OR) 2] was achieved by a regioselective opening of enantiomerically >98% pure (2 S,3 R)- and (2 S,3 S)- N, N-dibenzyl-2-hydroxy-3-methylazetidinium bromides and/or (1 R)-[1′( S)-dibenzylamino)ethyl]oxiranes with thiosulfate and dithiophosphate anions. The attack of both nucleophiles was directed exclusively at the less substituted carbon atom of the heterocyclic ring.
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