Bayeh L.
Le PQ.
Tambar UK.
* The University of Texas Southwestern Medical Center, Dallas, USA
Catalytic Allylic Oxidation of Internal Alkenes to a Multifunctional Chiral Building Block.
Nature 2017;
547: 196-200
Key words
antimony catalysis - allylic oxidation - hetero-ene reaction
Significance
The authors developed an enantioselective introduction of electrophilic oxidants into internal alkenes by using a hetero-ene reaction. A Lewis-acid-assisted Brønsted-acid system enables this transformation with high selectivity.
Comment
The utility of this transformation was demonstrated by the derivatization of the products to give various valuable chiral compounds. A reaction mechanism is proposed on the basis of mechanistic experiments.
