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Ireland-Claisen rearrangement of substrates bearing chiral enol ether units


Reference:

Tellam, J. P. and Carbery, D. R., 2011. Ireland-Claisen rearrangement of substrates bearing chiral enol ether units. Tetrahedron Letters, 52 (45), pp. 6027-6029.

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    Official URL:

    http://dx.doi.org/10.1016/j.tetlet.2011.09.011

    Abstract

    The Ireland-Claisen [3,3]-sigmatropic rearrangement of an allylic glycinate bearing a remote chiral enol ether has been studied. Remote exopericyclic stereocontrol is achievable in this instance. The product from this rearrangement has been progressed through a formal total synthesis of the natural antibiotic, furanomycin.

    Details

    Item Type Articles
    CreatorsTellam, J. P.and Carbery, D. R.
    DOI10.1016/j.tetlet.2011.09.011
    Uncontrolled Keywordssigmatropic, amino acid, furanomycin, rearrangement, ireland-claisen
    DepartmentsFaculty of Science > Chemistry
    Publisher StatementCarbery_Tetrahedron-Letters_2011_52_45_6027.pdf: NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, vol 52, issue 45, 2011, DOI 10.1016/j.tetlet.2011.09.011; Carbery_Tetrahedron-Letters_2011_52_45_6027.doc: NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, vol 52, issue 45, 2011, DOI 10.1016/j.tetlet.2011.09.011
    RefereedYes
    StatusPublished
    ID Code28013

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