Rhodium-Catalyzed Asymmetric Dearomative [4 + 3]-Cycloaddition of Vinylindoles with Vinyldiazoacetates: Access to
Guangyang Xu1, Long Chen1, Jiangtao Sun1
1Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering , Changzhou University , Changzhou 213164 , P. R. China.
Abstract:
A rhodium-catalyzed enantioselective formal [4 + 3]-cycloaddition of vinylindoles with vinyldiazoacetates has been developed, affording the dearomative cyclization products containing a newly formed seven-membered ring in up to 99% ee. Rh2( S-DOSP)4 has been proven to be the best catalyst for the cycloaddition of 3-vinylindoles with vinyldiazoacetates, whereas Rh2( S-TCPTTL)4 has enhanced the enantioselectivity for 2-vinylindoles.
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