Posted by naturalproductman on February 4, 2016
When I think of organocatalysis, I usually think of a carbonyl compound forming an enamine intermediate, which in turn attacks an electrophile. The enamine is usually formed when the carbonyl compound reacts with a proline-derived catalyst. By using Gaussian and experimental KIE calculations, Matthew Vetticatt and co-workers at Binghamton University reported in JACS on the way that the enamine compound is formed: through an oxazolidinone intermediate.
A review article on determining the transition state structures based on KIEs.
Posted in Computational, Isotope effects, Mechanistic | Leave a Comment »
Posted by naturalproductman on May 14, 2014
Cristina de Meo and co-workers from Southern Illinois University reported in Organic Letters on a thiosialoside elimination of a thiophenol group, occuring by syn-elimination.
Posted in Half-chair, Isotope effects, Mechanistic | 1 Comment »
Posted by naturalproductman on February 17, 2012
Andrew Bennet and co-workers from Simon Fraser University have reported in JACS on a transition state study of a sialidase enzyme.
Posted in Enzymes, Glucoside, Isotope effects, Mechanistic, Methodology, Proteins | Leave a Comment »