Open AccessSynthesis of Cyclic Enones by Allyl-Palladium-Catalyzed α,β-Dehydrogenation
Author(s) -
David Huang,
Yizhou Zhao,
Timothy R. Newhouse
Publication year - 2018
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.7b03818
Subject(s) - dehydrogenation , chemistry , palladium , catalysis , salt (chemistry) , zinc , base (topology) , combinatorial chemistry , transformation (genetics) , organic chemistry , biochemistry , gene , mathematical analysis , mathematics
The use of allyl-palladium catalysis for the one-step α,β-dehydrogenation of ketones via their zinc enolates is reported. The optimized protocol utilizes commercially available Zn(TMP) 2 as base and diethyl allyl phosphate as oxidant. Notably, this transformation operates under salt-free conditions and tolerates a diverse scope of cycloalkanones.