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.

Toby Wai-Shan Chow Yungen Liu Chi-Ming Che

Chem Commun (Camb)

Department of Chemistry, State Key Laboratory on Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China.

Published: October 2011

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 N(4)-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.

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http://dx.doi.org/10.1039/c1cc11999k	DOI Listing

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