Syntheses and Reactions of Optically Active Alkyltoluene-p-sulphinamides. Part 2. Substitution at Sulphur with Retention of Configuration
The stereochemistry of the reaction of optically active sulphonamides (1a-c) with different alkylating agents has been examined.The electrophilic attack on sulphoximidate anions occurs only at nitrogen.Prevailing retention of configuration at sulphur (e.e. up to 48percent) is observed in the formation of p-tolylsulphinyl acetates from sulphinamides (1b-c) with α-bromo esters.
Colonna, Stefano,Germinario, Giulio,Manfredi, Amedea,Stirling, Charles, J. M.
p. 1695 - 1698
(2007/10/02)
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