descriptionPublicationkeyboard_double_arrow_right Article 06 Apr 2011 English Publisher:American Chemical Society (ACS)Journal:Organic Letters, volume 13, pages 2,484-2,487 (issn: 1523-7060, eissn: 1523-7052,

Authors: Esa T. T. Kumpulainen; Byungsoo Kang; Michael J. Krische;

doi: 10.1021/ol200735r

pmid: 21469726

pmc: PMC3084888

C(21)−C(40) of Tetrafibricin via Metal Catalysis: Beyond Stoichiometric Chiral Reagents, Auxiliaries, and Premetalated Nucleophiles

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Abstract

The C(21)-C(40) fragment of fibrinogen receptor inhibitor tetrafibricin was prepared in 12 steps from propane diol (longest linear sequence). In this approach, 6 C-C bonds are formed via asymmetric iridium catalyzed transfer hydrogenative carbonyl allylation and 2 C═C bonds are formed via Grubbs olefin cross-metathesis.

Related Organizations

The University of Texas at Austin
United States

Keywords

Molecular Structure, Stereoisomerism, Macrolides, Iridium, Carbon, Catalysis

13 Research products, page 1 of 2

Tetrafibricin, a novel fibrinogen receptor antagonist. I. Taxonomy, fermentation, isolation, characterization and biological activities.
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