ja4057294_si_002.pdf (1.04 MB)
Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes
journal contribution
posted on 2016-02-19, 03:28 authored by Andrew
J. Perkowski, David A. NicewiczA direct
catalytic anti-Markovnikov addition of carboxylic acids
to alkenes is reported. The catalyst system is comprised of the Fukuzumi
acridinium photooxidant (1) and a substoichiometric quantity
of a hydrogen-atom donor. Oxidizable olefins, such as styrenes, trisubstituted
aliphatic alkenes, and enamides, can be employed along with a variety
of carboxylic acids to afford the anti-Markovnikov addition adducts
exclusively. A deuterium-labeling experiment lends insight to the
potential mechanism.