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Published on: August 16, 2018
Catalytic Enantioselective Vinylogous Allylic Alkylation of Coumarins
Satavisha Kayal1, Santanu Mukherjee1
1Department of Organic Chemistry, Indian Institute of Science , Bangalore 560012, India.
Abstract:
An unprecedented, organocatalytic enantioselective vinylogous γ-allylic alkylation of 4-methylcoumarins has been developed. Using allylic carbonates as the allyl source, this reaction is catalyzed by Lewis basic dimeric Cinchona alkaloid (QD)2PHAL and proceeds exclusively in a γ- and branched-selective manner to produce densely functionalized coumarin derivatives generally in good yields with good to high enantioselectivities (up to 97:3 er).
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