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Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds.

Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Research Abstract Details 

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  • Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Abstract Text:

    amos b smithAmos B Smith,suresh m pitramSuresh M Pitram,matthew j gauntMatthew J Gaunt,sergey a kozminSergey A Kozmin,

    High chemoselectivity can be achieved in the addition of lithium dithiane anions to vinyl epoxides exploiting the steric nature of the dithiane substituent. Unencumbered dithiane anions afford SN2 adducts, whereas sterically encumbered anions lead primarily to SN2' adducts. Furthermore, the SN2' addition occurs syn to the vinyl epoxide.

    Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Publishing Authors By Initials

    ab smithAB Smith,sm pitramSM Pitram,mj gauntMJ Gaunt,sa kozminSA Kozmin,

    For similar organic chemicals: hydrocarbons: hydrocarbons, acyclic: alkenes: vinyl compounds research abstracts see: organic chemicals: hydrocarbons: hydrocarbons, acyclic: alkenes: vinyl compounds research

    PUBMED ID PMID:

    MEDLINE DATE:

    Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Journal Published:

    PUBLICATION TYPE: Research Support, U.S. Gov't,

    Journal: Journal of the American Chemical Society

    VOLUME: 124

    Page Numbers: 14516-7

    Journal Abbreviation: J. Am. Chem. Soc.

    ISSN: 0002-7863

    DAY: 11

    MONTH: Dec

    YEAR: 2002

    Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 7503056

    Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Keywords Mesh Terms:

    KEYWORDS: Vinyl Compounds

    MESH TERMS: chemistry

    Chemical & Substance for Abstract: Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Information

    Substance Name: Lithium

    Registry Number: 7439-93-2

    Grant and Affiliation Information for Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds.

    AFFILIATION: Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia Pennsylvania 19104, USA. smithab@sas.upenn.edu

    Country: United States

    United States Research PublicationUnited States Research Publication

    AGENCY: United States NCI

    GRANT: CA-19033

    ACRONYM: CA

    MEDLINETA: J Am Chem Soc

    REFSOURCE:

    DATABASENAME:

    ACCESSION NUMBER:

    Number Hits: 0

    Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds Related Publications

     

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