A Convenient Method for Dihydroxylation of Olefins by the Combined Use of Osmium Tetroxide and Dihydroxyphenyiborane
Iwasawa Nobuharu, Kato Takashi, Narasaka Koichi*
*Department of Chemistry, Faculty of Science, The University of Tokyo
I. Nobuharu, K. Takashi, N. Koichi, Chem. Lett., 1988, 1721-1724.
DOI: 10.1021/jo000191o (free Supporting Information)
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cis-Dihydroxylation of olefins with a catalytic amount of osmium tetroxide and N-methylmorpholine N-oxide proceeds smoothly in an organic solvent in the presence of dihydroxyphenylborane to give the corresponding phenylboronic esters in good yields. The use of a diol captor prevents further oxidation of the products and makes the isolation procedure easier.
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