75171-59-4Relevant academic research and scientific papers
Synthesis of (+/-)-4-Deoxypodophyllotoxin, (+/-)-Podophyllotoxin and (+/-)-Epipodophyllotoxin
Jones David W.,Thompson, Adrian M.
, p. 2541 - 2548 (1993)
6,7-Methylenedioxy-1-(3',4',5'-trimethoxyphenyl)-2-benzopyran-3-one 1 and dimethyl fumarate in acetonitrile give mostly the C-2 exo-CO2Me adduct 4 which is transformed in four steps into epipodophyllotoxin 10a.Attempted addition of dimethyl maleate to 1 p
Regioselective Suprafacial 1,5-Hydrogen Shifts in o-Quinodimethanes; a Route to 4-Deoxypodophyllotoxin
Jones, David W.,Thompson, Adrian M.
, p. 1095 - 1096 (2007/10/02)
The o-quinodimethane intermediate (4a) with cis-CO2Me groups undergoes regioselective 1,5-hydrogen shift to the cis-dihydronaphthalene (5a) whilst its trans-isomer (9a) gives both 1,5-hydrogen shift products (6a) and (7a); (5a) is readily converted into 4
A Stereo- and Regiocontrolled Synthesis of Podophyllum Lignans
Rodrigo, Russell
, p. 4538 - 4540 (2007/10/02)
A Diels-Alder adduct of an isobenzofuran (generated in situ) and dimethyl acetylenedicarboxylate is converted by a series of controlled reductions and isomerizations to the lignans deoxy- and isodeoxypodophyllotoxin in seven stages.
