スギウラ マサハル   Sugiura Masaharu
  杉浦 正晴
   所属   崇城大学  薬学部 薬学科
   崇城大学大学院  薬学研究科 薬学専攻
   職種   教授
言語種別 英語
発行・発表の年月 2014/09
形態種別 原著論文
標題 Phosphine Oxide-Catalyzed Enantioselective Intramolecular Aldol Reaction via Regioselective Enolization of Unsymmetrical Diketones with Tetrachlorosilane.
執筆形態 共著
掲載誌名 Org. Lett.
掲載区分国外
巻・号・頁 16,pp.4802-4805
著者・共著者 Kotani, S.; Aoki, S.; Sugiura, M.; Ogasawara, M.; Nakajima, M.
概要 © 2014 American Chemical Society.The phosphine oxide-catalyzed asymmetric intramolecular aldol reactions of diketones were investigated. The combination of tetrachlorosilane and a chiral phosphine oxide catalyst promoted the acetyl-selective enolization of diketones, and the subsequent intramolecular aldol reaction occurred in an enantioselective manner. The introduction of two trimethylsilyl groups at the 4- and 4'-positions in BINAP dioxide catalyst improved the enantioselectivity. This reaction provides an effective synthetic method to access β-tertiary-hydroxy cyclohexanones in high yields and with high enantioselectivity.
DOI 10.1021/ol502269w
ISSN 15237060
PermalinkURL https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84922717348&origin=inward