Asymmetric Automultiplication of Chiral Compounds by Asymmetric Autocatalytic Reaction
Asymmetric Automultiplication of Chiral Compounds by Asymmetric Autocatalytic Reaction
批准号:
07454168
负责人:
SOAI Kenso
金额:
$4.93万
依托单位国家:
日本
项目类别:
Grant-in-Aid for Scientific Research (B)
财政年份:
1995
资助国家:
日本
项目状态:
已结题
起止时间:
1995 至 1996
中文摘要
研究了2-甲基-1-(5-嘧啶)-1-丙醇(1)的不对称自催化反应。在嘧啶-5-甲醛和二异丙基锌的反应中,具有较高e.e的(S)-1作为不对称自催化合成了具有较高e.e.e的(S)-1。当(S)-1具有较低的e.e时,新生成的(S)-1具有较高的e.e。利用新形成的(S)-1分子筛作为下一步反应的不对称自催化剂,得到了E.E.(S)-1达到90%e.E.喹啉基烷醇也是一种不对称自催化,在喹啉-3-甲醛和二异丙基锌的反应中有94%的当量。
英文摘要
Asymmetric autocatalytic reaction of 2-methyl-1- (5-pyrimidyl) -1-propanol (1) was examined. (S) -1 with high e.e.worked as an asymmetric autocatalysis in the reaction of pyrimidine-5-carbaldehyde and diisopropylzinc to afford (S) -1 with high e.e. When (S) -1 with low e.e.was employed as an asymmetric autocatalyst, the newly formed (S) -1 had an higher e.e. By using the newly formed (S) -1 as the asymmetric autocatalyst for the next reaction, the e.e. of (S) -1 reached 90%e.e. Quinolyl alkanol is also an asymmetric autocatalysis to afford itself with 94% e.e.in the reaction of quinoline-3-carbaldehyde and diisopropylzinc.
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K.Soai: "Asymmetric Synthesis of Chiral Diols by the Catalytic Enantioselective Dialkylation of Tere-,Iso-,and Phthalaldehydes and by a Catalytic Enantioselective Autoinductive Reaction." Tetrahedron. 52. 13355-13362 (1996)
K.Soai:“通过对映醛、异醛和邻苯二醛的催化对映选择性二烷基化以及催化对映选择性自诱导反应合成手性二醇。”
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T.Shibata: "Asymmetric Synthesis of Various Chiral 5-Pyrimidylalkanols by the Enantioselective Alkylation of Pyrimidine-5-carbaldehydes with Dialkylzincs in the Presence of Chiral Amino Alcohols" Heterocycles. 46. 235-240 (1997)
T.Shibata:“在手性氨基醇存在下,通过嘧啶-5-甲醛与二烷基锌的对映选择性烷基化来不对称合成各种手性 5-嘧啶基烷醇”杂环。
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そ合: "Asymmetric Autocatalysis and Amplification of Enantiomeric Excess of a chiral Mdecule" Nature. 378. 767-768 (1995)
Soai:“手性分子过量的不对称自催化和扩增”自然,378. 767-768 (1995)。
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K.Soai: "Design of Chiral Catalysis and Asymmetric Autocatalysis for the Enantioselective Additions of Organozinc Reagents" Yuki Gosei Kagaku Kyokaishi. 55. 994-1005 (1997)
K.Soai:“有机锌试剂对映选择性加成的手性催化和不对称自催化设计”Yuki Gosei Kagaku Kyokaishi。
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T.Shibata: "Highly Enantioselective Catalytic Asymmetric Automultiplication of Chiral Pyrimidylalcohol." J.Am.Chem.Soc.118. 471-472 (1996)
T.Shibata:“手性嘧啶醇的高度对映选择性催化不对称自倍增”。
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共 24 条
The Origins of Chirality and Amplification in Asymmetric Autocatalysis
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批准号:20225002
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项目类别:Grant-in-Aid for Scientific Research (S)
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资助金额:$132.45万
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财政年份:2008
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负责人:SOAI Kenso
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依托单位:
Research on Asymmetric Autocatalysis, Chiral Recognition and Origin of Chirality
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批准号:15002010
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项目类别:Grant-in-Aid for Specially Promoted Research
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资助金额:$346.94万
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财政年份:2003
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负责人:SOAI Kenso
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依托单位: