Pt-catalyzed hydrative cyclization of 2-enynylbenzaldehydes and its application to faveline synthesis.
Various 2-[6-en-1-ynyl]benzaldehydes and their analogues were successfully cyclized via Huisgen-type [3+2] cycloaddition to the tetracyclic platinum-carbene complex, which would subsequently undergo hydration to afford the tricyclic products in good yields with excellent stereoselectivities. This hydrative cyclization was also applied to the faveline synthesis.
Oh
Chang Ho
CH
Department of Chemistry, Institute of Natural Science, Hanyang University, Sungdong-Gu, Seoul 133-791, Korea. changho@hanyang.ac.kr
Lee
Sung Min
SM
Hong
Chang Seop
CS
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D001547:Benzaldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003986:Dibenzocycloheptenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009944:Organoplatinum Compounds / Q000737:chemistry*; D010984:Platinum / Q000737:chemistry*; D013237:Stereoisomerism
D000970:Antineoplastic Agents; D001547:Benzaldehydes; D003986:Dibenzocycloheptenes; D009944:Organoplatinum Compounds; C549997:faveline methyl ether; D010984:Platinum