Low temperature meta-chloroperbenzoic acid oxidation of allylic sulphide derived from (1S)-10-mercaptoisoborneol proceeds in a completely diastereoselective fashion to afford a configurationally stable allylic sulphoxide. The factors affecting the selectivity of the oxidation and the optical stability of the product are discussed.
Synthesis of configurationally stable allylic sulphoxides via diastereoselective oxydation / R. Annunziata, M. Cinquini, F. Cozzi, S. Farina, V. Montanari. - In: TETRAHEDRON. - ISSN 0040-4020. - 43:5(1987), pp. 1013-1018.
Synthesis of configurationally stable allylic sulphoxides via diastereoselective oxydation
R. AnnunziataPrimo
;M. CinquiniSecondo
;F. Cozzi;
1987
Abstract
Low temperature meta-chloroperbenzoic acid oxidation of allylic sulphide derived from (1S)-10-mercaptoisoborneol proceeds in a completely diastereoselective fashion to afford a configurationally stable allylic sulphoxide. The factors affecting the selectivity of the oxidation and the optical stability of the product are discussed.
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