Iridium-catalyzed enantioselective direct vinylogous allylic alkylation of coumarins. 2018

Rahul Sarkar, and Sankash Mitra, and Santanu Mukherjee
Department of Organic Chemistry , Indian Institute of Science , Bangalore 560 012 , India . Email: sm@iisc.ac.in ; ; Tel: +91-80-2293-2850.

The first iridium-catalyzed enantioselective vinylogous allylic alkylation of coumarins is presented. Using easily accessible linear allylic carbonates as the allylic electrophile, this reaction installs unfunctionalized allyl groups at the γ-position of 4-methylcoumarins in an exclusively branched-selective manner generally in high yields with an excellent level of enantioselectivity (up to 99 : 1 er).

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