title: An approach to aminonaphthoquinone ansamycins using a modified Danishefsky diene.
abstract: A robust and scalable synthesis of a novel, cyano-substituted Danishefsky-type diene and its use in the Diels-Alder reaction with various dienophiles is reported. The diene allows for the rapid construction of highly substituted aminonaphthoquinones that occur in numerous ansamycin antibiotics.
authors.affiliation: Department of Chemistry and Pharmacology, Ludwig-Maximilians-Universität München and Center for Integrated Protein Science, 81377 Munich, Germany.
authors.forename: Christian A
authors.initials: CA
authors.lastname: Kuttruff
authors.forename: Simon
authors.initials: S
authors.lastname: Geiger
authors.forename: Mesut
authors.initials: M
authors.lastname: Cakmak
authors.forename: Peter
authors.initials: P
authors.lastname: Mayer
authors.forename: Dirk
authors.initials: D
authors.lastname: Trauner
mesh_terms: D000586:Amination; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D047029:Lactams, Macrocyclic / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D047029:Lactams, Macrocyclic; D009285:Naphthoquinones