Divergent Reactivity via Cobalt Catalysis: An Epoxide Olefination
Megan L. Jamieson, Paul A. Hume, Daniel P. Furkert* and Margaret A. Brimble*
*School of Chemical Sciences and Maurice Wilkins Centre for
Molecular Biodiscovery, University of Auckland, 23 Symonds Street, Auckland
1142, New Zealand, Email: d.furkert
auckland.ac.nz., m.brimbleauckland.ac.nz.
M. L. Jamieson, P. A. Hume, D. P. Furkert, M. A. Brimble, Org. Lett., 2016, 18, 468-471.
DOI: 10.1021/acs.orglett.5b03514
Abstract
In the presence of a cobalt catalyst, the reaction of epoxides with dimethylsulfoxonium methylide delivers homoallylic alcohols instead of oxetanes. The observed reactivity change appears to be specifically due to cobalt salts and is broadly applicable to a variety of epoxides, retaining the initial stereochemistry.
see article for more examples
Remarkable Influence of Cobalt Catalysis on Epoxide Ring-Opening with Sulfoxonium Ylides
M. L Jamieson, N. Z. Brant, M. A. Brimble, D. P. Furkert, Synthesis, 2017, 49, 3952-3956.
Key Words
ID: J54-Y2016
