1448451-07-7Relevant academic research and scientific papers
Palladium enolate umpolung: Cyclative diacetoxylation of alkynyl cyclohexadienones promoted by a Pd/SPRIX catalyst
Takenaka, Kazuhiro,Mohanta, Suman C.,Sasai, Hiroaki
supporting information, p. 4675 - 4679 (2014/05/20)
A novel palladium-catalyzed reaction involving an unusual nucleophilic attack on a palladium enolate was developed using a spiro-bis(isoxazoline) (SPRIX) ligand. Treatment of alkynyl cyclohexadienone substrates with a Pd/SPRIX catalyst in acetic acid under an oxygen atmosphere furnished diacetoxylated benzofuranone derivatives in good yields. This cyclative diacetoxylation proceeded enantioselectively in the presence of an optically pure SPRIX ligand. In a SPRIX: A new palladium-catalyzed reaction involving an unusual nucleophilic attack on a palladium enolate was developed using the SPRIX ligand. Treatment of alkynyl cyclohexadienone substrates with Pd/SPRIX in acetic acid under an oxygen atmosphere furnished diacetoxylated benzofuranone derivatives in good yields and with high enantioselectivity.
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).
