99260-78-3

Upstream product

• 67-56-1 methanol 
• 99260-77-2 4β-methoxy-tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,8)-tetra-O-methyl-3-O-acetyl-(+)-catechin 
• 69127-07-7 (2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3,3',4',5,7-pentamethoxyflavan-8-yl>-3',4',7-trimethoxyflavan 
• 1053174-97-2 <4,8>-2,3-trans-3,4-cis:2,3-trans-(-)-fisetinidol-(+)catechin heptamethyl ether diacetate 

Relevant academic research and scientific papers

Regio- and stereoselective oxidation of flavan-3-ol-, 4-arylflavan-3-ol-, and biflavanoid derivatives with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)

The phenolic methyl esthers of flavan-3-ols, 4β-arylflavan-3-ols, and (-)-fisetinidol-(4β,8)-(+)-catechin biflavanoids are susceptible to regio- and stereoselective methoxylation at C-4 in moderate yields with DDQ in CHCl3-MeOH solution. The observed asymmetric induction with exclusive formation of 2,4-trans products is compatible with the intermediacy of a diastereogenic donor-acceptor interaction, DDQ acting as the acceptor and oxidant. The 4-funtionalized analogues are of both synthetic and degradative significance in condensed tannin chemistry.

STEREOSPECIFIC FUNCTIONALIZATION OF THE HETEROCYCLIC RING SYSTEMS OF FLAVAN-3-OL AND -BIFLAVAN-3-OL DERIVATIVES WITH 2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONE (DDQ)

Efficient stereospecific 4-methoxylation of both 2,3-trans- and 2,3-cis-flavan-3-ol methyl ethers with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in CHCL3-MeOH solution is of both synthetic and degradative significance in oligomeric flavanoid chemist