The synthesis of deoxyfusapyrone. 2. Preparation of the bis-trisubstituted olefin fragment and its attachment to the pyrone moiety.
A convergent and modular synthesis has been devised to construct the eight diastereoisomers of deoxyfusapyrone (1). In this paper the synthesis of the complex polyene chain is reported as is its connection to the pyrone moiety that is in the middle of the structure of the final target molecule. This route has been fully worked out for one of the isomers and will now be applied in a parallel synthesis format to make all the stereoisomers of 1.
Organ
Michael G
MG
Department of Chemistry, York University, 4700 Keele Street, Toronto, Ontario, Canada M3J 1P3. organ@yorku.ca
Wang
Junquan
J
D000475:Alkenes / Q000737:chemistry; D000935:Antifungal Agents / Q000138:chemical synthesis*; D005670:Fusarium / Q000737:chemistry / Q000378:metabolism; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D000935:Antifungal Agents; D011753:Pyrones; C088398:deoxyfusapyrone