title: Total synthesis of halichondrin C.
abstract: The first total synthesis of halichondrin C has been completed, highlighted by development of the synthetic method to construct the C8-C14 polycycle. Cr-mediated coupling reactions are used seven times to form a new C-C bond. The acid stability of halichondrin C is studied, demonstrating that the macrolactone stabilizes the C8-C14 polycycle, relative to the one present in the C1-C16 model.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
authors.forename: Akihiko
authors.initials: A
authors.lastname: Yamamoto
authors.forename: Atsushi
authors.initials: A
authors.lastname: Ueda
authors.forename: Paul
authors.initials: P
authors.lastname: Brémond
authors.forename: Paolo S
authors.initials: PS
authors.lastname: Tiseni
authors.forename: Yoshito
authors.initials: Y
authors.lastname: Kishi
mesh_terms: D000818:Animals; D004988:Ethers, Cyclic / Q000138:chemical synthesis*; D018942:Macrolides / Q000138:chemical synthesis*; D015394:Molecular Structure; D011161:Porifera; D000095662:Polyether Polyketides
chemical_list: D004988:Ethers, Cyclic; D018942:Macrolides; C572421:halichondrin C; D000095662:Polyether Polyketides