title: Enantioselective synthesis of 15-epi-haterumalide NA methyl ester and revised structure of haterumalide NA.
abstract: [structure: see text] The enantioselective synthesis of the enantiomer of the haterumalide NA methyl ester, a cytotoxic macrolide from an Okinawan sponge, was achieved from the threitol derivative in 26 steps. The key steps are the stereoselective construction of a chloroolefin unit and the intramolecular Reformatsky-type reaction. This synthesis revised the absolute stereochemistry of haterumalide NA.
authors.affiliation: Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan. kigoshi@chem.tsukuba.ac.jp
authors.forename: Hideo
authors.initials: H
authors.lastname: Kigoshi
authors.forename: Masaki
authors.initials: M
authors.lastname: Kita
authors.forename: Seiji
authors.initials: S
authors.lastname: Ogawa
authors.forename: Masahiro
authors.initials: M
authors.lastname: Itoh
authors.forename: Daisuke
authors.initials: D
authors.lastname: Uemura