NUCLEOPHILIC SUBSTITUTION ON SULFUR WITH RETENTION OF CONFIGURATION IN THE FORMATION OF o-METHOXYPHENYL PHENYL-N-POLYHALOACETYLSULFILIMINES
- 5 November 1982
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 11 (11) , 1723-1726
- https://doi.org/10.1246/cl.1982.1723
Abstract
Optically active o-methoxyphenyl phenyl-N-polyhaloacetylsulfilimines obtained in good yields upon simple treatment of a mixture of o-methoxyphenyl phenyl sulfide and t-butyl hypochlorite in the presence of l-menthol and polyhaloacetamide anion, are found to be rich in R-configuration. This means that the nucleophilic substitution of the incipiently formed (Rs)-l-menthyloxysulfonium salt with the polyhaloacetamide anion proceeds with retention of configuration.This publication has 9 references indexed in Scilit:
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