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, itamichem.nagoya-u.ac.jp
H. Kondo, F. Yu, J. Yamaguchi, G. Liu, K. Itami, Org. Lett., 2014, 16, 4212-4215.
DOI: 10.1021/ol5019135 (free Supporting Information)
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.
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