ID 113022
著者
Ichio, Hiroaki Hokkaido University
Murakami, Hidetoshi Hokkaido University
Chen, Yen-Chou Tokushima University|Hokkaido University
Takahashi, Tamotsu Hokkaido University
小笠原, 正道 Tokushima University|Hokkaido University 徳島大学 教育研究者総覧
資料タイプ
学術雑誌論文
抄録
A palladium-catalyzed reaction of preparing various endocyclic allenes was developed. The substrates for the reaction were readily available ω-(pronucleophile-tethered)-3-bromo-1,3-alkadienes, and a palladium-catalyst facilitated their unimolecular SN2'-cyclization in the presence of potassium tert-butoxide to give the corresponding 9- to 16-membered endocyclic allenes in fair yields of up to 67% together with the dimeric 16- to 32-membered endocyclic bis-allenes and other oligomeric/polymeric intermolecular reaction products. For higher yields of the monomeric endocyclic allenes, the reaction needed to be conducted under high-dilution conditions. Using a chiral palladium-catalyst, axially chiral endocyclic allenes were obtained in up to 70% ee.
掲載誌名
The Journal of Organic Chemistry
ISSN
00223263
15206904
cat書誌ID
AA12097242
出版者
AA00704100
82
14
開始ページ
7503
終了ページ
7511
発行日
2017-06-22
備考
This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.7b01204.
EDB ID
325786
出版社版DOI
出版社版URL
フルテキストファイル
言語
eng
著者版フラグ
著者版
部局
理工学系