Enantioselective chlorinative aldol reaction of α-substituted acroleins catalyzed by chiral phosphine oxides
作者: Shunsuke KotaniTakuya HanamureHirono NozakiMasaharu SugiuraMakoto Nakajima
作者单位: 1Graduate School of Pharmaceutical Sciences Kumamoto University, 5-1 Oe-honmachi, Chuo-ku, Kumamoto 862-0973, Japan
2Priority Organization for Innovation and Excellence, Kumamoto University, 5-1 Oe-honmachi, Chuo-ku, Kumamoto 862-0973, Japan
刊名: Tetrahedron: Asymmetry, 2017, Vol.28 (2), pp.282-287
来源数据库: Elsevier Journal
DOI: 10.1016/j.tetasy.2017.01.006
原始语种摘要: Abstract(#br)The enantioselective chlorinative aldol reaction of α-substituted acroleins with aldehydes catalyzed by chiral phosphine oxides is described. A hypervalent silicon complex-derived chloride adds to the α-substituted acroleins to form the corresponding silyl enol ethers in situ, which subsequently reacts with aldehydes to produce the α-chloromethyl aldol adducts bearing a quaternary stereogenic center in good yields and stereoselectivities. When activated by a phosphine oxide catalyst, trichlorosilyl triflate acts as an effective promoter for the chlorinative aldol reaction as well as the chloride source; this discovery enabled the enantioselective chlorinative aldol reaction of α-substituted acroleins.
全文获取路径: Elsevier  (合作)
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来源刊物:
影响因子:2.115 (2012)

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关键词翻译
关键词翻译
  • phosphine 磷化氢
  • catalyzed 催化的
  • aldol 羟醛
  • substituted 取代的
  • reaction 反酌
  • chiral 手性的