Acceleration of the Dess-Martin Oxidation by Water
Stephanie D. Meyer and Stuart L. Schreiber
*Howard Hughes Medical Institute, Center for Chemical Methodology and
Library Development (CMLD-HU) & Broad Institute of Harvard and MIT, Department
of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts
02138, Email: stuart_schreiber
harvard.edu
S. D. Meyer, S. L. Schreiber, J. Org. Chem., 1994, 59, 7549-7552.
DOI: 10.1021/jo00103a067
Abstract
Partial hydrolysis of DMP or incomplete acetylation gives a more effective oxidant, explaining why impure samples of DMP in many cases provide better results than the pure reagent. When reliable and convenient rate enhancement is desired, pure DMP may be decomposed with an equivalent of water immediately before or during its use.
see article for more examples
proposed partial hydrolysis of
DMP
Key Words
Dess-Martin Oxidation, Dess-Martin Periodinane
ID: J72-Y1994-220
