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Title
Japanese:Rhodium-catalyzed convenient synthesis of functionalized tetrahydronaphthalenes. 
English:Rhodium-catalyzed convenient synthesis of functionalized tetrahydronaphthalenes. 
Author
Japanese: Ken Tanaka, Yayoi Sawada, Yusuke Aida, Maliny Thammathevo, Rie Tanaka, Hiromi Sagae, Yousuke. Otake.  
English: Ken Tanaka, Yayoi Sawada, Yusuke Aida, Maliny Thammathevo, Rie Tanaka, Hiromi Sagae, Yousuke. Otake.  
Language English 
Journal/Book name
Japanese:Tetrahedron 
English:Tetrahedron 
Volume, Number, Page Vol. 66    No. 8    pp. 1563-1569
Published date 2010 
Publisher
Japanese:Elsevier Ltd. 
English:Elsevier Ltd. 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
DOI https://doi.org/10.1016/j.tet.2009.12.042
Abstract Convenient as well as convergent synthesis of functionalized tetrahydronaphthalenes has been accomplished under mild reaction conditions by the cationic rhodium(I)/H8-BINAP complex-catalyzed [2+2+2] cycloaddn. of 1,7-octadiyne derivs. with functionalized monoynes. The effect of the diyne tether lengths was investigated, which revealed that 1,6-heptadiyne and 1,7-octadiyne exhibit higher reactivity than 1,8-nonadiyne. Mechanistic studies indicated that the present rhodium-catalyzed [2+2+2] cycloaddn. proceeds through the rhodacyclopentadiene intermediate generated by oxidative coupling of a diyne with rhodium. On the other hand, in the reactions of diynes and di-Me acetylenedicarboxylate, the rhodacyclopentadiene intermediate generated by oxidative coupling of a diyne and a monoyne with rhodium would also be involved. [on SciFinder(R)]

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