Literature DB >> 14535728

Selective synthesis of the para-quinone region of geldanamycin.

Merritt B Andrus1, Erik J Hicken, Erik L Meredith, Bryon L Simmons, John F Cannon.   

Abstract

[structure: see text] The quinone portion of the ansamycin geldanamycin was made with complete selectivity from the 1,4-dihydroquinone generated from a 1,4-bis-methoxymethyl (MOM) ether intermediate. Palladium catalysis with air gave the desired product in 98% isolated yield. The structure was established using NMR, UV, and X-ray analysis with comparisons to geldanamycin, ortho-quino-geldanamycin and a model compound.

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Year:  2003        PMID: 14535728     DOI: 10.1021/ol035400g

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

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  8 in total

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