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Title
Japanese:Cationic P(OPh)3- or PPh3-rhodium(I) complex-catalyzed isomerizations of 5-alkynals to ﾎｴ-alkynyl ketones, cyclopent-1-enyl ketones, and cyclohexenones. 
English:Cationic P(OPh)3- or PPh3-rhodium(I) complex-catalyzed isomerizations of 5-alkynals to ﾎｴ-alkynyl ketones, cyclopent-1-enyl ketones, and cyclohexenones. 
Author
Japanese: Ken Tanaka, Kaori Sasaki, Kenzo Takeishe, Masao. Hirano.  
English: Ken Tanaka, Kaori Sasaki, Kenzo Takeishe, Masao. Hirano.  
Language English 
Journal/Book name
Japanese:European Journal of Organic Chemistry 
English:European Journal of Organic Chemistry 
Volume, Number, Page     No. 34    pp. 5675-5685
Published date 2007 
Publisher
Japanese:Wiley-VCH Verlag GmbH & Co. KGaA 
English:Wiley-VCH Verlag GmbH & Co. KGaA 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
DOI https://doi.org/10.1002/ejoc.200700550
Abstract A catalytic isomerizations of 5-alkynals to ﾎｳ-alkynyl ketones and cyclopent-1-enyl ketones using [Rh{P(OPh)3}2]BF4 as a catalyst has been developed. Cu(OTf)2 and AgBF4 are also effective catalysts for the formation of ﾎｳ-alkynyl ketones. The substituents at the 4-positions in 5-alkynals play important roles in the selection of two different isomerization pathways. The first catalytic endo/trans hydroacylation of acyclic 5-alkynals leading to cyclohexenones was also developed with [Rh(PPh3)2]BF4 as a catalyst. Crossover deuterium-labeling studies indicated that these isomerization reactions proceed intramolecularly. [on SciFinder(R)]

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