Branch-Selective Allylic C-H Carboxylation of Terminal Alkenes by Pd/sox Catalyst
Hiroki Kondo, Feng Yu, Junichiro Yamaguchi, Guosheng Liu* and Kenichiro Itami*
*Shanghai Institute of Organic Chemistry, Shanghai 200032,
China; Department of Chemistry, Graduate School of Science, Nagoya University,
Chikusa, Nagoya 464-8602, Japan, Email: gliumail.sioc.ac.cn,
itami
chem.nagoya-u.ac.jp
H. Kondo, F. Yu, J. Yamaguchi, G. Liu, K. Itami, Org. Lett., 2014, 16, 4212-4215.
DOI: 10.1021/ol5019135
Abstract
Pd(OAc)2, sulfoxide-oxazoline (sox) as a ligand and benzoquinone as an oxidant enable a ligand-controlled branch-selective allylic C-H carboxylation. The developed catalytic system couples terminal alkenes and carboxylic acids to furnish the corresponding branched allylic esters with high regioselectivity.
see article for more examples
Key Words
allylic alcohols, benzoquinone
ID: J54-Y2014