title: Structural determination of montanacin D by total synthesis.
abstract: The first total syntheses of acetogenin 3 and its 4 S,8 R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetrahydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3.
authors.affiliation: RIKEN (The Institute of Physical and Chemical Research), Wako, Saitama 351-0198, Japan. shunyat@riken.go.jp
authors.forename: Shunya
authors.initials: S
authors.lastname: Takahashi
authors.forename: Yayoi
authors.initials: Y
authors.lastname: Hongo
authors.forename: Yuki
authors.initials: Y
authors.lastname: Tsukagoshi
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Koshino