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N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes.

N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes. Research Abstract Details 

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  • N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes. Abstract Text:

    troy e reynoldsTroy E Reynolds,charlotte a sternCharlotte A Stern,karl a scheidtKarl A Scheidt,

    Highly substituted alpha,beta-unsaturated ketones are prepared by the N-heterocyclic carbene-initiated addition of alpha-hydroxypropargylsilanes to aldehydes. This strategy serves as a highly efficient alternative to the standard Morita-Baylis-Hillman (MBH) approaches for these types of compounds. In contrast to the MBH reaction, different substitution in the beta-position of the product (R1) can be accommodated in moderate to excellent yields with a high degree of control over the resulting alkene.

    N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes. Publishing Authors By Initials

    te reynoldsTE Reynolds,ca sternCA Stern,ka scheidtKA Scheidt,

    For similar inorganic chemicals: silicon compounds: silanes research abstracts see: inorganic chemicals: silicon compounds: silanes research

    PUBMED ID PMID:

    MEDLINE DATE:

    N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes. Journal Published:

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

    Journal: Organic letters

    VOLUME: 9

    Page Numbers: 2581-4

    Journal Abbreviation: Org. Lett.

    ISSN: 1523-7060

    DAY: 1

    MONTH: 06

    YEAR: 2007

    N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 100890393

    N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes. Keywords Mesh Terms:

    KEYWORDS: Silanes

    MESH TERMS: chemistry

    Chemical & Substance for Abstract: N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes. Information

    Substance Name: Silanes

    Registry Number: 0

    Grant and Affiliation Information for N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes.

    AFFILIATION: Department of Chemistry, Northwestern University, Evanston, Illinois 60208, USA.

    Country: United States

    United States Research PublicationUnited States Research Publication

    AGENCY: United States NIGMS

    GRANT: R01 GM073072

    ACRONYM: GM

    MEDLINETA: Org Lett

    REFSOURCE:

    DATABASENAME:

    ACCESSION NUMBER:

    Number Hits: 0

    N-heterocyclic carbene-initiated alpha-acylvinyl anion reactivity: additions of alpha-hydroxypropargylsilanes to aldehydes Related Publications

     

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