
TY  - JOUR
A1  - Clark-Lewis, JW 
A1  - Ilsley, AH 
A1  - McGarry, EJ 
T1  - Chemistry of 3-oxoflavans: Oxidation of (+)-catechin 5,7,3',4'-Tetramethyl ether to (+)-5,7,3',4'-Tetramethoxy-3-oxoflavan
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 12
SP  - 2675
EP  - 2682
KW  - 
UR  - https://doi.org/10.1071/CH9732675 
N2  - Crystalline (+)-5,7,3?,4?-tetramethoxy-3-oxoflavan has been prepared by oxidation of (+)-catechin 5,7,3?,4?-tetramethyl ether, and characterized by ketonic derivatives. The formation of acetals and of 3-alkoxyflav-3-enes by interaction of the 3-oxoflavan with acidified alcohols has been investigated, and the N.M.R. spectra of the products recorded. The 2R-configuration of the (+)-3-oxoflavan was confirmed by reducing it to a mixture of (+)-catechin and (-)-epicatechin tetramethyl ethers. The 3-oxoflavan readily gives the tetramethoxyflavylium cation when heated with acids in air. 
ER  -

