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Highly concentrated catalytic asymmetric allylation of ketones.

Highly concentrated catalytic asymmetric allylation of ketones. Research Abstract Details 

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  • Highly concentrated catalytic asymmetric allylation of ketones. Abstract Text:

    alfred j wootenAlfred J Wooten,jeung gon kimJeung Gon Kim,patrick j walshPatrick J Walsh,

    [reaction: see text] We report the catalytic asymmetric allylation of ketones under highly concentrated reaction conditions with a catalyst generated from titanium tetraisopropoxide and BINOL (1:2 ratio) in the presence of isopropanol. This catalyst promotes the addition of tetraallylstannane to a variety of ketones to produce tertiary homoallylic alcohols in excellent yield (80-99%) with high enantioselectivities (79-95%). The resulting homoallylic alcohols can also be epoxidized in situ using tert-butyl hydroperoxide (TBHP) to afford cyclic epoxy alcohols in high yield (84-87%).

    Highly concentrated catalytic asymmetric allylation of ketones. Publishing Authors By Initials

    aj wootenAJ Wooten,jg kimJG Kim,pj walshPJ Walsh,

    For similar tert-butylhydroperoxide research abstracts see: tert-butylhydroperoxide research

    PUBMED ID PMID:

    MEDLINE DATE:

    Highly concentrated catalytic asymmetric allylation of ketones. Journal Published:

    PUBLICATION TYPE: Research Support, N.I.H., Extr

    Journal: Organic letters

    VOLUME: 9

    Page Numbers: 381-4

    Journal Abbreviation: Org. Lett.

    ISSN: 1523-7060

    DAY: 1

    MONTH: Feb

    YEAR: 2007

    Highly concentrated catalytic asymmetric allylation of ketones. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 100890393

    Highly concentrated catalytic asymmetric allylation of ketones. Keywords Mesh Terms:

    KEYWORDS: tert-Butylhydroperoxide

    MESH TERMS: chemistry

    Chemical & Substance for Abstract: Highly concentrated catalytic asymmetric allylation of ketones. Information

    Substance Name: tert-Butylhydroperoxide

    Registry Number: 75-91-2

    Grant and Affiliation Information for Highly concentrated catalytic asymmetric allylation of ketones.

    AFFILIATION: P. Roy and Diana T. Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.

    Country: United States

    United States Research PublicationUnited States Research Publication

    AGENCY: United States NIGMS

    GRANT: GM58101

    ACRONYM: GM

    MEDLINETA: Org Lett

    REFSOURCE:

    DATABASENAME:

    ACCESSION NUMBER:

    Number Hits: 0

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