668-01-9Relevant academic research and scientific papers
Concise synthesis of (+)-β- and γ-apopicropodophyllins, and dehydrodesoxypodophyllotoxin
Xiao, Jian,Nan, Guangming,Wang, Ya-Wen,Peng, Yu
, (2018)
Herein, we present an expeditous synthesis of bioactive aryldihydronaphthalene lignans (+)-β- and γ-apopicropodophyllins, and arylnaphthalene lignan dehydrodesoxypodophyllotoxin. The key reaction is regiocontrolled oxidations of stereodivergent aryltetralin lactones, which were easily accessed from a nickel-catalyzed reductive cascade approach developed in our group.
Efficient Asymmetric Syntheses of Naturally Occurring Lignan Lactones Using Catalytic Asymmetric Hydrogenation as a Key Reaction
Morimoto, Toshiaki,Chiba, Mitsuo,Achiwa, Kazuo
, p. 1793 - 1806 (2007/10/02)
Optically pure (R)-arylmethylsuccinic acid mono-methyl esters were obtained efficiently by using the catalytic asymmetric hydrogenation of arylidenesuccinic acid monoesters with a rhodium(I) complex of a chiral bisphosphine, (4S,5S)-MOD-DIOP.Asymmetric total syntheses of some naturally occurring lignans, (+)-collinusin, (-)-deoxypodophyllotoxin, and (+)-neoisostegane, were achieved via several steps from (R)-γ-butyrolactones as key intermediates obtained by reduction of (R)-arylmethylsuccinic acid mono methyl-esters.
Asymmetric total synthesis of (-)-deoxypodophyllotoxin
Morimoto,Chiba,Achiwa
, p. 261 - 264 (2007/10/02)
An efficient total synthesis of (-)-deoxpophyllotoxin has been achieved by employing the asymmetric hydrogenation of α-piperonylidene-succinic acid half ester with a rhodium(I) complex of (S,S)-MOD-DIOP as a key step.
