Total Synthesis of (−)-Virginiamycin M2†
Jie Wu
Department of Chemistry and Center for Chemical Methodology and Library Development, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://people.bu.edu/panek/
Search for more papers by this authorJames S. Panek Prof. Dr.
Department of Chemistry and Center for Chemical Methodology and Library Development, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://people.bu.edu/panek/
Search for more papers by this authorJie Wu
Department of Chemistry and Center for Chemical Methodology and Library Development, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://people.bu.edu/panek/
Search for more papers by this authorJames S. Panek Prof. Dr.
Department of Chemistry and Center for Chemical Methodology and Library Development, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://people.bu.edu/panek/
Search for more papers by this authorFinancial support was obtained from NIH CA 53604. The authors are grateful to Dr. Baptiste Ronan at Sanofi-Aventis for 1H NMR spectrum comparison of compound 22, Dr. Yun Zhang at Novartis Institute (Cambridge, MA), Dr. Jason T. Lowe at the Broad Institute (Cambridge, MA) for helpful discussions, Dr. Paul Ralifo and Dr. Norman Lee at Boston University for assistance with NMR and HRMS measurements.
Graphical Abstract
Alles dreht sich um den Ring: In einer direkten und modularen Totalsynthese des natürlichen Antibiotikums Virginiamycin M2 schließt eine Barbier-Cyclisierung den 23-gliedrigen Makrocyclus. Von einem chiralen Organosilan aus ist Virginiamycin M2 nach 19 Stufen erreicht.
Supporting Information
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