Convenient procedure for the stereospecific synthesis of optically active alkyl S-alkyl methylphosphonothioates, dialkyl S-alkyl phosphorothioates, dialkyl methylphosphonates, and trialkyl phosphates
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 17,p. 721-723
- https://doi.org/10.1039/c39750000721
Abstract
Starting from the optically active cyclic esters prepared from ephedrine and RPSCl2(R = Cl or Me), optically active alkyl S-methyl methylphosphonothioates and dialkyl S-methyl phosphorothioates are isolated in yields of 32–60%, by a sequence which permits the assignment of absolute configuration to the products; bromine promoted methanolysis of the S–Me derivatives affords the corresponding O-methyl esters with inversion of configuration at phosphorus.Keywords
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