Chemistry Letters

MOLYBDENUM PEROXIDE-CATALYZED REACTION OF 1, 2-DIOLS WITH DIMETHYL SULFOXIDE

Y Masuyama, M Usukura, Y Kurusu

Index: Masuyama, Yoshiro; Usukura, Masa-aki; Kurusu, Yasuhiko Chemistry Letters, 1982 , p. 1951 - 1952

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Abstract

The reaction of 1, 2-diols with dimethyl sulfoxide-catalytic molybdenum peroxide in refluxing toluene generally resulted in monoprotection of diols to give 2-methylthiomethoxy-l-ols (Course A) Exceptionally, a) cis-1, 2-cyclooctanediol and benzopinacol, and b) 1, 2- cyclododecanediol caused C–C bond cleavage (Course B) and monooxidation (Course C), respectively as Scheme 1.