Total synthesis of (+)-cyanthiwigin AC.
A 13-step synthesis of (+)-cyanthiwigin-AC (2) from (+)-Hajos-Parrish ketone derivative 8b and dimesylate 9c employing deconjugative spiro-bis-alkylation strategy is described. [reaction: see text].
Reddy
T Jagadeeswar
TJ
Department of Medicinal Chemistry, Merck-Frosst Canada & Co., 16711 Trans Canada Highway, Kirkland, Quebec, Canada H9H 3L1. tj.reddy@enobia.com
Bordeau
Guillaume
G
Trimble
Laird
L
D000478:Alkylation; D000818:Animals; D004224:Diterpenes / Q000138:chemical synthesis*; D006868:Hydrolysis; D007202:Indicators and Reagents; D007659:Ketones / Q000737:chemistry; D008968:Molecular Conformation; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
D004224:Diterpenes; D007202:Indicators and Reagents; D007659:Ketones; C485387:cyanthiwigin AC