Stereocontrolled synthesis of oxygen-bridged polycycles via intermolecular [3+2] cyclization of platinum-bound pyrylium with alkenes.
2-(3-Benzyloxy)prop-1-ynyl)benzaldehyde with PtCl(2) in toluene would form Pt-pyryliums that underwent [3+2] cycloaddition with alkenes to the oxygen-bridged (5H-benzo[7]annulen-5-ylidene)platinum(ii) intermediates with good stereoselectivities. Their tandem rearrangement afforded diverse types of polycycles depending on the electronic nature of the alkenes.
Oh
Chang Ho
CH
Department of Chemistry, Hanyang University, Haengdang-17, Sungdong-Gu, Seoul 133-791, Korea. changho@hanyang.ac.kr
Yi
Hyun Jik
HJ
Lee
Ji Ho
JH
Lim
Dong Hee
DH
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D010100:Oxygen / Q000737:chemistry*; D010984:Platinum / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011774:Pyrvinium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D011083:Polycyclic Compounds; D011774:Pyrvinium Compounds; D010984:Platinum; D010100:Oxygen