Milas Hydroxylation of Olefins

N. A. Milas et al., J. Am. Chem. Soc. 58, 1302 (1936); 59, 543, 2342, 2345 (1937); 61, 1844 (1939); 62, 1841 (1940).

Formation of cis-glycols by reaction of alkenes with hydrogen peroxide and either ultraviolet light or a catalytic amount of osmium, vanadium, or chromium oxide:



F. D. Gunstone, Advan. Org. Chem. 1, 115 (1960); P. N. Rylander, Organic Syntheses with Noble Metal Catalysts (Academic Press, New York, 1973) p 60. Cf. Sharpless Dihydroxylation.