title: Synthesis of the carboline disaccharide domain of shishijimicin A.
abstract: A synthetic route to the carboline disaccharide domain (2) of shishijimicin A (1) has been developed. The convergent synthesis relies on a novel application of the Reetz-Müller-Starke reaction to form the central, sulfur-bearing quaternary carbon center and addition of the carboline structural motif as a dianion to a disaccharide aldehyde fragment.
authors.affiliation: Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA. kcn@scripps.edu
authors.forename: K C
authors.initials: KC
authors.lastname: Nicolaou
authors.forename: J L
authors.initials: JL
authors.lastname: Kiappes
authors.forename: Weiwei
authors.initials: W
authors.lastname: Tian
authors.forename: Vijaya B
authors.initials: VB
authors.lastname: Gondi
authors.forename: Jochen
authors.initials: J
authors.lastname: Becker
mesh_terms: D002243:Carbolines / Q000737:chemistry*; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D053281:Enediynes / Q000737:chemistry*; D005459:Fluorides / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D002243:Carbolines; D004187:Disaccharides; D053281:Enediynes; C472755:Shishijimicin A; D005459:Fluorides