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De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3.

De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3. Research Abstract Details 

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  • De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3. Abstract Text:

    yuhei fukutaYuhei Fukuta,tsuyoshi mitaTsuyoshi Mita,nobuhisa fukudaNobuhisa Fukuda,motomu kanaiMotomu Kanai,masakatsu shibasakiMasakatsu Shibasaki,

    An asymmetric ring-opening reaction of meso-aziridines with TMSN3 was developed using a catalyst prepared from Y(OiPr)3 and chiral ligand 2 in a 1:2 ratio. Excellent enantioselectivity was realized from a wide range of substrates with a practical catalyst loading. The products were efficiently converted to enantiomerically enriched 1,2-diamines, which are versatile chiral building blocks for pharmaceuticals and chiral ligands. This reaction was applied to a catalytic asymmetric synthesis of Tamiflu, a very important anti-influenza drug containing a chiral 1,2-diamino functionality.

    De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3. Publishing Authors By Initials

    y fukutaY Fukuta,t mitaT Mita,n fukudaN Fukuda,m kanaiM Kanai,m shibasakiM Shibasaki,

    For similar organic chemicals: organosilicon compounds: trimethylsilyl compounds research abstracts see: organic chemicals: organosilicon compounds: trimethylsilyl compounds research

    PUBMED ID PMID:

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    De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3. Journal Published:

    PUBLICATION TYPE: Research Support, Non-U.S. Gov

    Journal: Journal of the American Chemical Society

    VOLUME: 128

    Page Numbers: 6312-3

    Journal Abbreviation: J. Am. Chem. Soc.

    ISSN: 0002-7863

    DAY: 17

    MONTH: May

    YEAR: 2006

    De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 7503056

    De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3. Keywords Mesh Terms:

    KEYWORDS: Trimethylsilyl Compounds

    MESH TERMS: chemistry

    Chemical & Substance for Abstract: De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3. Information

    Substance Name: Trimethylsilyl Compounds

    Registry Number: 0

    Grant and Affiliation Information for De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3.

    AFFILIATION: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.

    Country: United States

    United States Research PublicationUnited States Research Publication

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    MEDLINETA: J Am Chem Soc

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    De novo synthesis of Tamiflu via a catalytic asymmetric ring-opening of meso-aziridines with TMSN3 Related Publications

     

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