Synthesis of a key intermediate of novel galbonolide analogues via efficient construction of a conjugated diene system.
The development of an efficient synthetic method enabled multi-gram synthesis of a key intermediate, which is useful for the modification at the C6-functional group of galbonolide analogues. The structure of a key intermediate including a conjugated diene was afforded by Horner-Emmons reaction, alkylation of Weinreb amide with alkyl lithium and a subsequent Wittig reaction.
Banyu Tsukuba Research Institute, Banyu Pharmaceutical Co., Ltd, Ibaraki, Japan. sakouhk@banyu.co.jp
Hiroki
H
Sakoh
Hideki
H
Jona
Yuichi
Y
Sugimoto
Hideaki
H
Imamura
Shunji
S
Sakuraba
Koji
K
Yamada
Hajime
H
Morishima
D000466:Alkadienes / Q000737:chemistry*; D000478:Alkylation; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects; D007783:Lactones / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests
D000466:Alkadienes; D000935:Antifungal Agents; D007783:Lactones; C047784:rustmicin