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 2013/08
形態種別 総説
査読 査読有り
標題 Enantioselective aldol reactions catalyzed by chiral phosphine oxides
執筆形態 共著
掲載誌名 Chemical Record
掲載区分国外
巻・号・頁 13,pp.362-370
著者・共著者 Shunsuke Kotani, Masaharu Sugiura, Makoto Nakajima
概要 The development of enantioselective aldol reactions catalyzed by chiral phosphine oxides is described. The aldol reactions presented herein do not require the prior preparation of the masked enol ethers from carbonyl compounds as aldol donors. The reactions proceed through a trichlorosilyl enol ether intermediate, formed in situ from carbonyl compounds, which then acts as the aldol donor. Phosphine oxides activate the trichlorosilyl enol ethers to afford the aldol adducts with high stereoselectivities. This procedure was used to realize a directed cross-aldol reaction between ketones and two types of double aldol reactions (a reaction at one/two α position(s) of a carbonyl group) with high diastereo- and enantioselectivities. Highly stereoselective aldol reactions, which do not require the prior preparation of masked enol ethers as aldol donors from carbonyl compounds, proceed via trichlorosilyl enol ethers as intermediates by using chiral phosphine oxides as catalysts.
DOI 10.1002/tcr.201300004
ISSN 15278999
PMID 23828817
PermalinkURL https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84882276469&origin=inward