Work

N-Heterocyclic carbene-catalyzed enantioselective annulations: a dual activation strategy for a formal [4+2] addition for dihydrocoumarins

Year: 2015

Type: article

Abstract: A highly efficient asymmetric formal [4+2] annulation for the synthesis of dihydrocoumarins has been developed via an in situ activated NHC catalysis. Both electrophilic and nucleophilic species are generated in situ simultaneously whereby acyl imidazoles facilitated rapid formation of an NHC-enolate intermediate to afford the [4+2] dihydrocoumarin adducts.

Source: Chemical Communications

DOI: 10.1039/c4cc09590a

Authors: Anna Lee, Karl A. Scheidt

Institutions: Northwestern University, Chemistry of Life Processes Institute

Language: English

Topic: N-Heterocyclic Carbenes in Organic and Inorganic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Cancer Institute, National Institute of General Medical Sciences

Awards: G1725608706, G682315649, The Robert H. Lurie Comprehensive Cancer Center