Issue 40, 2011

Practical manganese-catalysed highly enantioselective cis-dihydroxylation of electron-deficient alkenes and detection of a cis-dioxomanganese(v) intermediate by high resolution ESI-MS analysis

Abstract

A practical protocol has been developed for asymmetric cis-dihydroxylation of electron-deficient alkenes with Oxone catalysed by a manganese complex bearing a chiral tetradentate N4-donor ligand affording cis-diols in up to 95% yield with up to 96% ee. Analysis of the reaction mixture by high resolution ESI-MS revealed the formation of a cis-dioxomanganese(V) intermediate.

Graphical abstract: Practical manganese-catalysed highly enantioselective cis-dihydroxylation of electron-deficient alkenes and detection of a cis-dioxomanganese(v) intermediate by high resolution ESI-MS analysis

Supplementary files

Article information

Article type
Communication
Submitted
08 Apr 2011
Accepted
26 Apr 2011
First published
26 May 2011

Chem. Commun., 2011,47, 11204-11206

Practical manganese-catalysed highly enantioselective cis-dihydroxylation of electron-deficient alkenes and detection of a cis-dioxomanganese(V) intermediate by high resolution ESI-MS analysis

T. W. Chow, Y. Liu and C. Che, Chem. Commun., 2011, 47, 11204 DOI: 10.1039/C1CC11999K

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