title: Synthesis of panax acetylenes: chiral syntheses of acetylpanaxydol, PQ-3 and panaxydiol.
abstract: Acetylpanaxydol (1-Ac), PQ-3 (2) and panaxydiol (3) and their optical isomers were synthesized from L-(+)-diethyl tartrate. The absolute configurations of 1-Ac, 2 and 3 were determined to be 1-Ac (3R,9R,10S), 2 (9R,10S) and 3 (3R,10S), respectively, by comparisons of their optical rotations and the NMR data of their MTPA esters with those of natural products.
authors.affiliation: Showa Pharmaceutical University, Machido, Tokyo, Japan. ms@ac.shoyaku.ac.jp
authors.forename: Mitsuru
authors.initials: M
authors.lastname: Satoh
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Watanabe
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Kawahata
authors.forename: Kunihiko
authors.initials: K
authors.lastname: Mohri
authors.forename: Yuki
authors.initials: Y
authors.lastname: Yoshida
authors.forename: Kimiaki
authors.initials: K
authors.lastname: Isobe
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Fujimoto
mesh_terms: D000107:Acetylation; D000114:Acetylene / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D000480:Alkynes / Q000138:chemical synthesis*; D053280:Diynes; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D053280:Diynes; D007202:Indicators and Reagents; C493021:PQ-3 compound; C493022:panaxydiol; C060360:3-acetylpanaxydol; D000114:Acetylene