Asymmetric Epoxidation of Olefins with Hydrogen Peroxide—Catalysis by an Aspartate‐Containing Tripeptide | Zendy

Berkessel Albrecht | Zendy

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Asymmetric Epoxidation of Olefins with Hydrogen Peroxide—Catalysis by an Aspartate‐Containing Tripeptide

Author(s) -

Berkessel Albrecht

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200705326

Subject(s) - tripeptide , hydrogen peroxide , chemistry , carbodiimide , catalysis , activator (genetics) , stoichiometry , organic chemistry , amino acid , combinatorial chemistry , biochemistry , gene

Oxidation per carboxylic acid : Upon incorporation into a suitable tripeptide, per‐aspartate can epoxidize olefins that contain hydrogen‐bonding groups with high enantioselectivity (up to 92 % ee ). Catalytic asymmetric epoxidation can be effected with hydrogen peroxide as the terminal oxidant and carbodiimide as the stoichiometric activator for multiple acid/peracid turnovers.

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