Premium
Methyltrioxorhenium( VII )‐Catalyzed Epoxidation of Alkenes with the Urea/Hydrogen Peroxide Adduct
Author(s) -
Adam Waldemar,
Mitchell Catherine M.
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199605331
Subject(s) - adduct , chemistry , allylic rearrangement , hydrogen peroxide , catalysis , urea , peroxide , oxygen , organic chemistry , medicinal chemistry , combinatorial chemistry
High yields and only traces of side products are possible in the synthesis of epoxides by oxidation of alkenes when the urea/hydrogen peroxide adduct (UHP) is used as the oxygen donor in the methyltrioxorhenium( VII )‐catalyzed reaction (see below). Chiral allylic alcohols with 1,3‐strain were employed as stereochemical probes; the high threo diastereoselectivities obtained allow important mechanistic insights into the oxygen transfer process.