TY - JOUR
T1 - Practical and Rapid Vicinal Hydroxylation of Alkenes by Catalytic Ruthenium Tetraoxide
AU - Shing, Tony K.M.
AU - Tai, Vincent W.‐F
AU - Tam, Eric K.W.
PY - 1994/12/5
Y1 - 1994/12/5
N2 - 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.
AB - 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.
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U2 - 10.1002/anie.199423121
DO - 10.1002/anie.199423121
M3 - Article
AN - SCOPUS:33748225303
SN - 1433-7851
VL - 33
SP - 2312
EP - 2313
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 22
ER -