126935-10-2

Upstream product

• 63194-78-5 2-(4-Methoxybenzyl)-4,5-(methylenedioxy)phenol 
• 504-02-9 1,3-cylohexanedione 
• 116385-13-8 6-[(4-Methoxy-phenyl)-pyrrolidin-1-yl-methyl]-benzo[1,3]dioxol-5-ol 
• 126935-09-9 (9aS,10S)-5a-Hydroxy-10-(4-methoxy-phenyl)-5a,6,7,8,9a,10-hexahydro-1,3,5-trioxa-cyclopenta[b]anthracen-9-one 

Relevant academic research and scientific papers

Relay Catalysis: Manganese(III) Phosphate Catalyzed Asymmetric Addition of β-Dicarbonyls to ortho-Quinone Methides Generated by Catalytic Aerobic Oxidation

The combination of an in situ formed MnL3 complex (HL = Hacac or R(C=O)CH2CO2R) and a chiral phosphoric acid HX? allows for a fully catalytic, asymmetric synthesis of 4H-chromenes starting from 2-alkyl-substituted phenols. The aerobic oxidation toward a transient ortho-quinone methide was efficiently catalyzed by a manganese(III) species MnL3 while the ensuing Michael addition of β-dicarbonyl compounds proved to be catalyzed by a chiral manganese phosphate MnL2X?.

Synthesis of new benzopyrans related to podophyllotoxin

Mannich bases of types 1 or 8, which are readily synthesized by condensation of 3,4-methylenedioxyphenol with aromatic aldehydes and pyrrolidine or piperazine, react with cyclic and acyclic β-diketones to yield benzopyrans. These benzopyrans are structurally similar to podophyllotoxin and like this drug some of the benzopyrans show in vivo anti-leukemic action in mice.