4760-61-6Relevant academic research and scientific papers
Enantioselective Construction of Single and Vicinal All-Carbon Quaternary Stereocenters through Ion-Pair-Catalyzed 1,6-Conjugate Addition
Zhu, Yasheng,Wang, Hongliang,Wang, Gang,Wang, Zehua,Liu, Zhaopeng,Liu, Lei
supporting information, p. 7248 - 7253 (2021/09/14)
An asymmetric 1,6-conjugate addition to presynthesized δ-aryl-δ-cyano-disubstituted para-quinone methides through bifunctional phosphonium-amide-promoted ion-pair catalysis for acyclic all-carbon quaternary stereocenter construction has been described. Both acyclic and cyclic 1,3-dicarbonyls participate in the asymmetric alkylation reaction, furnishing a wide array of diarylmethanes bearing a single acyclic quaternary carbon stereocenter or vicinal cyclic and acyclic quaternary carbon stereocenters with high efficiency and excellent stereoselectivity. Computational studies elucidate the origin of the enantioselectivity.
Synthesis of Chiral Triarylmethanes Bearing All-Carbon Quaternary Stereocenters: Catalytic Asymmetric Oxidative Cross-Coupling of 2,2-Diarylacetonitriles and (Hetero)arenes
Wang, Zehua,Zhu, Yasheng,Pan, Xiaoguang,Wang, Gang,Liu, Lei
, p. 3053 - 3057 (2020/02/05)
A direct and enantioselective oxidative cross-coupling of racemic 2,2-diarylacetonitriles with electron-rich (hetero)arenes has been described, which allows for efficient construction of triarylmethanes bearing all-carbon quaternary stereocenters with excellent chemo- and enantioselectivity. The reaction has an excellent functional group tolerance, and exhibits a broad scope with respect to both 2,2-diarylacetonitrile and (hetero)arene components. The rich chemistry of the cyano group allows for facile synthesis of other valuable chiral triarylmethanes bearing all-carbon quaternary centers that are otherwise difficult to access.
