Mild and Tunable Benzoic Acid Catalysts for Rearrangement Reactions of Allylic Alcohols
J. Adam McCubbin*, Samantha Voth and Oleg V. Krokhin
*Department of Chemistry, University of Winnipeg, 515 Portage
Avenue, Winnipeg, MB R3B 2E9, Canada,
Email: a.mccubbin
uwinnipeg.ca
J. A. McCubbin, S. Voth, O. V. Krokhin, J. Org. Chem., 2011, 76, 8537-8542.
DOI: 10.1021/jo201540p
Abstract
Commercially available and very inexpensive benzoic acids catalyze an efficient and simple isomerization of readily prepared allylic alcohols to yield cyclic products, unusual enyne, and dienols. The catalysts can be tuned for reactivity and substrate sensitivity.
see article for more examples
Key Words
Allylic Alcohols, Isomerizations, Organocatalysis
ID: J42-Y2011-3130
