Abstract
Selective 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.
| Original language | English |
|---|---|
| Pages (from-to) | 9322-9333 |
| Number of pages | 12 |
| Journal | Journal of Organic Chemistry |
| Volume | 83 |
| Issue number | 16 |
| DOIs | |
| Publication status | Published - 2018 Aug 17 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Selective Long-Distance Isomerization of Terminal Alkenes via Nondissociative Chain Walking. / Yamasaki, Yuya; Kumagai, Takaaki; Kanno, Shota; Kakiuchi, Fumitoshi; Kochi, Takuya.
In: Journal of Organic Chemistry, Vol. 83, No. 16, 17.08.2018, p. 9322-9333.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Selective Long-Distance Isomerization of Terminal Alkenes via Nondissociative Chain Walking
AU - Yamasaki, Yuya
AU - Kumagai, Takaaki
AU - Kanno, Shota
AU - Kakiuchi, Fumitoshi
AU - Kochi, Takuya
PY - 2018/8/17
Y1 - 2018/8/17
N2 - Selective 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.
AB - Selective 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.
UR - http://www.scopus.com/inward/record.url?scp=85050356658&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85050356658&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.8b01288
DO - 10.1021/acs.joc.8b01288
M3 - Article
VL - 83
SP - 9322
EP - 9333
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 16
ER -