Cu-Catalyzed Asymmetric Borylative Cyclization of Cyclohexadienone-Containing 1,6-Enynes Ping Liu Yuki Fukui Ping Tian Zhi-Tao He Cai-Yun Sun Nuo-Yi Wu Guo-Qiang Lin 10.1021/ja404593c.s001 https://acs.figshare.com/articles/journal_contribution/Cu_Catalyzed_Asymmetric_Borylative_Cyclization_of_Cyclohexadienone_Containing_1_6_Enynes/2387089 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 <i>cis</i>-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 (B<sub>2</sub>pin<sub>2</sub>). 2013-08-14 00:00:00 enantioselectivity propargylic ether tandem reactions enone substructures Cyclization alkenylboronate tricyclic ring structures enyne regioselectivity realm Asymmetric conjugate addition EnynesThe bridged method cyclohexadienone reaction proceeds Borylative framework borylative cyclization 2pin tandem process borylation bicyclic products