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Showing 1–6 of 6 results
Advanced filters: Author: Glenn C. Micalizio Clear advanced filters

  • A convergent route to stereodefined skipped polyenes, which proceeds through the direct union of vinylcyclopropanes with alkynes, is described. Overall, C?C bond formation occurs in concert with the establishment of up to three stereodefined alkenes, through a tandem stereoselective metallacycle-mediated coupling/stereospecific fragmentation sequence.

    • Todd K. Macklin
    • Glenn C. Micalizio
    Research
    Nature Chemistry
    Volume: 2, P: 638-643

  • Steroids are arguably the most well studied and successful class of natural-product-inspired pharmaceuticals, yet step-economical and enantiospecific de novo synthesis remains challenging. Now, it is shown that the combination of metallacycle-mediated annulative cross-coupling and vinyl cyclopropane rearrangement chemistry can be used to deliver a variety of partially aromatic synthetic steroids in a concise, flexible and enantiospecific fashion.

    • Wan Shin Kim
    • Kang Du
    • Glenn C. Micalizio
    Research
    Nature Chemistry
    Volume: 10, P: 70-77

  • A boron complex catalyses the addition of allyl groups — hydrocarbon motifs — to 'activated imines' in a relay-like process, generating synthetically useful compounds as single mirror-image isomers. See Letter p.216

    • Valer Jeso
    • Glenn C. Micalizio
    News & Views
    Nature
    Volume: 494, P: 179-181

  • Many natural-product like drugs have a tetracyclic terpenoid core. Here, the authors developed a synthesis of triterpene-like tetracyclic systems, and apply this method to the preparation of a number of enantiomeric compounds, two of which are very selective ligands for estrogen receptor beta

    • Wan Shin Kim
    • Zachary A. Shalit
    • Glenn C. Micalizio
    ResearchOpen Access
    Nature Communications
    Volume: 10, P: 1-10

  • The first total synthesis of conolidine — representing the first asymmetric synthesis of a C5-nor-stemmadenine — is described. The chemical synthesis proceeds in just nine steps and gives an 18% overall yield from a commercially available pyridine — an achievement that led to the discovery that (+)-, (–)- and (±)-conolidine are potent non-opioid analgesics.

    • Michael A. Tarselli
    • Kirsten M. Raehal
    • Glenn C. Micalizio
    Research
    Nature Chemistry
    Volume: 3, P: 449-453

  • The design and synthesis of a family of chiral and conformationally constrained oligomers is described. Asymmetric synthesis of the monomers is presented and the preparation of a 160,000-member library of diverse tetramers via split-and-pool methods is discussed. From this library, a non-covalent ligand to the DNA-binding domain of p53 was discovered.

    • Claudio Aquino
    • Mohosin Sarkar
    • Glenn C. Micalizio
    Research
    Nature Chemistry
    Volume: 4, P: 99-104