Practical and Rapid Vicinal Hydroxylation of Alkenes by Catalytic Ruthenium Tetraoxide

Tony Kung Ming Shing, Vincent W ‐F Tai, Eric K W Tam

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143 Citations (Scopus)

Abstract

Within minutes simple olefins, α,β‐unsaturated ketones and esters, allyl acetates, and allyl benzyl ethers can be cis‐dihydroxylated. The oxidation, an extension of Sharpless's method, is conducted with 0.07 equivalents of RuCl3·3H2O and 1.5 equivalents of NaIO4 in a two‐phase solvent system consisting of ethyl acetate, acetonitrile, and water at 0 °C! The low extent of diol cleavage and ketol formation is surprising.

Original languageEnglish
Pages (from-to)2312-2313
Number of pages2
JournalAngewandte Chemie International Edition in English
Volume33
Issue number22
DOIs
Publication statusPublished - 1994 Dec 5
Externally publishedYes

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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