A new catalytic Cu(II)/sparteine oxidant system for beta,beta-phenolic couplings of styrenyl phenols: synthesis of carpanone and unnatural analogs.
A new catalytic Cu(II)/sparteine system has been developed to promote beta,beta-phenolic couplings of styrenyl phenols en route to carpanone and related unnatural congeners in yields exceeding 85%.
Daniels
R Nathan
RN
Department of Chemistry, Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37232, USA.
Fadeyi
Olugbeminiyi O
OO
Lindsley
Craig W
CW
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D010084:Oxidation-Reduction; D019800:Phenol / Q000737:chemistry*; D013034:Sparteine / Q000737:chemistry*; D020058:Styrene / Q000737:chemistry*; D044004:Xanthones / Q000138:chemical synthesis* / Q000737:chemistry
D006576:Heterocyclic Compounds, 4 or More Rings; D044004:Xanthones; C532598:carpanone; D013034:Sparteine; D019800:Phenol; D020058:Styrene; D003300:Copper