Oxidative Rearrangement of Tertiary Allylic Alcohols Employing Oxoammonium Salts
Masatoshi Shibuya, Masaki Tomizawa and Yoshiharu Iwabuchi*
*Department of Organic Chemistry, Graduate School of
Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan, Email:
iwabuchimail.pharm.tohoku.ac.jp
M. Shibuya, M. Tomizawa, Y. Iwabuchi, J. Org. Chem., 2008, 73, 4750-4752.
DOI: 10.1021/jo800634r
see article for more reactions
Abstract
Oxoammonium salts enable a practical and highly efficient oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated carbonyl compounds. Acyclic substrates as well as medium membered ring substrates and macrocyclic substrates can be oxidized.
see article for more examples
Key Words
ID: J42-Y2008-1660