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Rhodium-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of α,ω-Diynes with Unsymmetrical 1,2-Disubstituted Alkenes
Yukimasa Aida1, Haruki Sugiyama1, Hidehiro Uekusa1
1Department of Chemical Science and Engineering and ‡Department of Chemistry, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8550, Japan.
Abstract:
It has been established that a cationic rhodium(I)/axially chiral biaryl bisphosphine complex catalyzes the asymmetric [2 + 2 + 2] cycloaddition of α,ω-diynes with electron-rich and unstrained unsymmetrical 1,2-disubstituted alkenes to give chiral multicyclic compounds with good yields and ee values. Interestingly, enantioselectivity highly depends on the structures of α,ω-diynes used presumably due to the presence of two distinct reaction pathways.
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