Catalysis

Enantioselective synthesis

Vicinal

Allylic rearrangement

Biology

Electrophile

Alkylation

Paleontology

Combinatorial chemistry

Organic chemistry

Quaternary

Chemistry

Tsuji–Trost reaction

Stereocenter

Quaternary carbon

Journal of the American Chemical Society

An enantioselective iridium-catalyzed allylic alkylation of malonates with trisubstituted allylic electrophiles to form all-carbon quaternary stereocenters is reported. This reaction proceeds at ambient temperature and enables the preparation of a wide range of enantioenriched products in up to 93% yield and 97% ee. The quaternary products can be readily converted to several valuable building blocks such as vicinal quaternary products and β-quaternary acids.

Ir-Catalyzed Asymmetric Allylic Alkylation of Dialkyl Malonates Enabling the Construction of Enantioenriched All-Carbon Quaternary Centers