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Total synthesis of (+)-grandifloracin by iron complexation of a microbial arene oxidation product


Reference:

Palframan, M. J., Kociok-Kohn, G. and Lewis, S. E., 2011. Total synthesis of (+)-grandifloracin by iron complexation of a microbial arene oxidation product. Organic Letters, 13 (12), pp. 3150-3153.

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    Official URL:

    http://dx.doi.org/10.1021/ol201057r

    Abstract

    (+)-Grandifloracin was synthesized from sodium benzoate by means of a dearomatizing dihydroxylation that proceeds with unusual regloselectivity. Iron diene complexes formed from the arene oxidation product permit the use of otherwise Inaccessible transformations. The synthetic material was shown to be antipodal to the natural product, thus determining the absolute configuration of grandifloracin for the first time.

    Details

    Item Type Articles
    CreatorsPalframan, M. J., Kociok-Kohn, G. and Lewis, S. E.
    DOI10.1021/ol201057r
    DepartmentsFaculty of Science > Chemistry
    Publisher StatementLewis_OrganicLetters_2011_13_12_3150.pdf: This is a copy of a Published Work that appeared in final form in Organics Letters, copyright © American Chemical Society. Reproduced here by kind permission of the ACS.
    RefereedYes
    StatusPublished
    ID Code24627

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