Enantioselective synthesis of gem-diarylalkanes by transition metal-catalyzed asymmetric arylations (TMCAAr)

Chemical Science Pub Date: 2017-11-08 DOI: 10.1039/C7SC03404K

Abstract

Chiral gem(1,1)-diaryl containing tertiary or quaternary stereogenic centers are present in many natural products and important pharmacophores. While numerous catalytic asymmetric methods enable access to 1,1-diaryl motifs, transition metal-catalyzed asymmetric arylations (TMCAAr) are one of the most powerful methods to prepare enantiopure gem-diarylalkane compounds. The main methodology includes enantioselective 1,2- or 1,4-additions across C[double bond, length as m-dash]O, C[double bond, length as m-dash]N and C[double bond, length as m-dash]C bonds by arylmetallic reagents; aryl cross-couplings of olefins, benzylic (pseudo)halides and aziridines; asymmetric aryl substitution reactions of allylic substrates; and isotopic benzylic C–H arylation.

Graphical abstract: Enantioselective synthesis of gem-diarylalkanes by transition metal-catalyzed asymmetric arylations (TMCAAr)
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