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Title
Japanese:Rh-Catalyzed Enantioselective Hydroalkenylative Cyclization of 1,6-Enynes Constructing All-Carbon Quaternary Stereocenters 
English:Rh-Catalyzed Enantioselective Hydroalkenylative Cyclization of 1,6-Enynes Constructing All-Carbon Quaternary Stereocenters 
Author
Japanese: Shunsuke Emi, Shintaro Hamada, Yuko Kishida, Yu Sato, Futo Morita, Yuki Nagashima, Hidehiro Uekusa, Ken Tanaka.  
English: Shunsuke Emi, Shintaro Hamada, Yuko Kishida, Yu Sato, Futo Morita, Yuki Nagashima, Hidehiro Uekusa, Ken Tanaka.  
Language English 
Journal/Book name
Japanese:ACS Catalysis 
English:ACS Catalysis 
Volume, Number, Page Vol. 14    No. 7    pp. 4951-4957
Published date Mar. 18, 2024 
Publisher
Japanese:American Chemical Society 
English:American Chemical Society 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
DOI https://doi.org/10.1021/acscatal.4c00572
Abstract We report the enantioselective construction of all-carbon quaternary stereocenters (up to 99% ee) by the cationic Rh(I)/Segphos-catalyzed hydroalkenylative cyclization of 1,6-enynes with ﾎｱ-substituted acrylamides. This Rh catalysis proceeds with small excesses of alkenes at room temperature in most substrates to yield the desired cyclization products in high yields and enantioselectivity. Mechanistic studies indicate acrylamide-substituted C-H bond activation processes: for ﾎｱ-substituted acrylamides, the C-H bond is cleaved by a cationic Rh(III) complex (rhodacyclopentene); in contrast, for ﾎｲ-substituted acrylamides, the C-H bond is cleaved by a cationic Rh(I) complex.

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