jo8b01288_si_001.pdf (4.45 MB)
Selective Long-Distance Isomerization of Terminal Alkenes via Nondissociative Chain Walking
journal contribution
posted on 2018-07-19, 00:00 authored by Yuya Yamasaki, Takaaki Kumagai, Shota Kanno, Fumitoshi Kakiuchi, Takuya KochiSelective
long-distance isomerization of terminal alkenes to silyl enol ethers
proceeded via nondissociative chain walking using phenanthroline palladium
catalysts. Notable features achieved taking advantage of the nondissociative
chain walking mechanism include high efficiency obtained regardless
of the chain length, high chemoselectivity toward terminal alkenes
over internal ones, and retention of the stereoconfiguration of the
stereocenter on the alkyl chain.