Pd(II)/Pd(IV) catalytic enantioselective synthesis of bicyclo[3.1.0]hexanes via oxidative cyclization of enynes.
The first asymmetric Pd(II)/Pd(IV) catalysis has been achieved by employing the combination of a hypervalent iodine reagent and a chiral ligand, SPRIX. Enantioselective cyclization of enyne derivatives catalyzed by the Pd-i-Pr-SPRIX complex furnished lactones bearing a bicyclo[3.1.0]hexane skeleton with up to 95% ee.
Tsujihara
Tetsuya
T
Department of Medicinal Organic Chemistry, School of Pharmacy, Iwate Medical University, Yahaba, Iwate 028-3694, Japan.
Takenaka
Kazuhiro
K
Onitsuka
Kiyotaka
K
Hatanaka
Minoru
M
Sasai
Hiroaki
H
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D001643:Bridged Bicyclo Compounds; C046059:bicyclo(3.1.0)hexane; D010165:Palladium