Organic Letters
Organic Letters
4 years ago

Catalytic Enantioselective Vinylogous Allylic Alkylation of Coumarins

Catalytic Enantioselective Vinylogous Allylic Alkylation of Coumarins
Satavisha Kayal, Santanu Mukherjee
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).

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02421

DOI: 10.1021/acs.orglett.7b02421

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