Formal [6+4] cycloaddition of a dicobalt acetylene complex with furan derivatives

作者: Koichiro Dota , Tadashi Shimizu , Shoji Hasegawa , Masaaki Miyashita , Keiji Tanino

DOI: 10.1016/J.TETLET.2010.12.063

关键词:

摘要: An efficient method for constructing a 10-membered carbocycle with an oxygen bridge has been developed on the basis of formal [6+4] cycloaddition reaction. Under influence EtAlCl2, dicobalt hexacarbonyl acetylene complex possessing benzoyloxy group and allylsilane moiety reacted furan to give 11-oxabicyclo[6.2.1]undec-9-ene derivative. On treatment iodine, cycloadduct underwent decomplexation followed by rearrangement afford 11-oxabicyclo[5.3.1]undeca-1,5-diene

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