title: The synthesis of sterically hindered amides.
abstract: Amide bond formation is one of the most important reactions due to the ubiquity of the amide functional group in pharmaceuticals and biologically active compounds. However, even the best existing methods reach their limits when it comes to the synthesis of sterically hindered amides. In this article we summarize our research in the formation of sterically hindered amides. We show that the direct coupling of Grignard reagents to isocyanates provides a facile and robust solution to this long-standing challenge and hope that this methodology will find widespread application in the synthesis of pharmaceuticals and materials.
authors.affiliation: ETH Zürich Laboratorium für Organische Chemie Vladimir-Prelog-Weg 1-5 CH-8093 Zürich, Switzerland.
authors.forename: Gabriel
authors.initials: G
authors.lastname: Schäfer
authors.affiliation: ETH Zürich Laboratorium für Organische Chemie Vladimir-Prelog-Weg 1-5 CH-8093 Zürich, Switzerland. bode@org.chem.ethz.ch.
authors.forename: Jeffrey W
authors.initials: JW
authors.lastname: Bode
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006801:Humans; D017953:Isocyanates / Q000737:chemistry*; D008274:Magnesium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010647:Phenyl Ethers / Q000737:chemistry*; D013237:Stereoisomerism; D015262:Xenobiotics / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D017953:Isocyanates; D009942:Organometallic Compounds; D010647:Phenyl Ethers; D015262:Xenobiotics; D008274:Magnesium