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Enantioselective Epoxide Ring Opening Catalyzed by Bis(tetrahydroisoquinoline) N,N’-Dioxides

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    0369758 - ÚOCHB 2012 RIV CZ eng J - Journal Article
    Kadlčíková, A. - Vlašná, K. - Kotora, Martin
    Enantioselective Epoxide Ring Opening Catalyzed by Bis(tetrahydroisoquinoline) N,N’-Dioxides.
    Collection of Czechoslovak Chemical Communications. Roč. 76, č. 5 (2011), s. 415-422. ISSN 0010-0765
    Grant - others:GA MŠk(CZ) LC06070; GA ČR(CZ) GAP207/11/0587
    Program: LC
    Institutional research plan: CEZ:AV0Z40550506
    Keywords : asymmetric catalysis * silanes * N ligands * enantioselectivity
    Subject RIV: CC - Organic Chemistry
    Impact factor: 1.283, year: 2011

    Four bis(tetrahydroisoquinoline) N,N′-dioxides were used as catalysts for the epoxide ring opening with tetrachlorosilane under various conditions. A strong solvent effect on asymmetric induction was observed for each of the used catalysts. The highest achieved asymmetric induction for the opening of meso-stilbene oxide was 69% ee. Regarding the cycloalkene oxides, 56% ee was obtained in the reaction with cyclooctene oxide.
    Permanent Link: http://hdl.handle.net/11104/0203751

     
     
Number of the records: 1  

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