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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.