1448451-10-2Relevant academic research and scientific papers
Highly Enantioselective Rhodium-Catalyzed Cross-Addition of Silylacetylenes to Cyclohexadienone-Tethered Internal Alkynes
Duan, Chang-Lin,Tan, Yun-Xuan,Zhang, Jun-Li,Yang, Shiping,Dong, Han-Qing,Tian, Ping,Lin, Guo-Qiang
supporting information, p. 1690 - 1693 (2019/03/11)
The first highly enantioselective rhodium-catalyzed cross-addition of silylacetylenes to cyclohexadienone-tethered internal alkynes has been achieved via a tandem process: regioselective alkynylation of the internal alkynes and subsequent intramolecular conjugate addition to the cyclohexadienones, affording the cis-hydrobenzofuran frameworks with good yields (up to 88% yield) and excellent enantioselectivities (90%-96% ee). This mild reaction showed perfect atom economy and broad functional group tolerance. Furthermore, a gram-scale experiment and diverse further conversions of the cyclization products were also presented.
Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone- containing 1,6-enynes
Liu, Ping,Fukui, Yuki,Tian, Ping,He, Zhi-Tao,Sun, Cai-Yun,Wu, Nuo-Yi,Lin, Guo-Qiang
supporting information, p. 11700 - 11703 (2013/09/02)
The first Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone-containing 1,6-enynes is achieved through a tandem process: selective β-borylation of propargylic ether and subsequent conjugate addition to cyclohexadienone. The reaction proceeds with excellent regioselectivity and enantioselectivity to afford an optically pure cis-hydrobenzofuran framework bearing alkenylboronate and enone substructures. Furthermore, the resulting bicyclic products could be converted to bridged and tricyclic ring structures. This method extends the realm of Cu-catalyzed asymmetric tandem reactions using bis(pinacolato)diboron (B2pin 2).
