Asymmetric Epoxidation of
Olefins with Hydrogen Peroxide
by an in Situ-Formed Manganese Complex
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Abstract
Asymmetric
epoxidation of a variety of cis, trans, terminal, and
trisubstituted olefins in excellent yields (up to 94%) and enantioselectivities
(>99% ee) by an in situ-formed manganese complex using H<sub>2</sub>O<sub>2</sub> has been developed. A relationship between the hydrophobicity
of the catalyst imposed by ligand and the catalytic activity has been
observed. The influence of the amount and identity of the acid additive
was examined, and improved enantioselectivities were achieved through
the use of a catalytic amount of a carboxylic acid additive