Methyltrioxorhenium( VII )‐Catalyzed Epoxidation of Alkenes with the Urea/Hydrogen Peroxide Adduct | Zendy

Adam Waldemar | Zendy; Mitchell Catherine M. | Zendy

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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.

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