213595-71-2Relevant academic research and scientific papers
Asymmetric synthesis of erythro-8-O-4'-neolignan Machilin C
Xia, Yamu,Chang, Liang,Ding, Yining,Jiao, Bin
, p. 151 - 152 (2011/07/08)
A new methodology for the synthesis of the erythro-8-O-4'-neolignan Machilin C based on the Sharpless asymmetric dihydroxylation reaction and the Mitsunobu reaction as two key steps is described.
Asymmetric synthesis of machilin C and its analogue
Xia, Yamu,Wang, Wei
, p. 630 - 636 (2011/10/19)
Full details of the asymmetric total synthesis of erythro-8-O-4′-neolignan, machilin C, and its analogue perseal A are reported. The synthesis was involved in the Sharpless dihydroxylation reaction that occurred with excellent asymmetric induction, and the Mitsunobu reaction which occurred with inversion of the absolute configuration from the threo to the erythro isomer. The synthesis was achieved from simple vanillin in eight to twelve steps.
Asymmetric synthesis of 8-O-4′-neolignan perseal B
Xia, Ya-Mu,Wang, Wei,Guo, Ying-Lan,Li, Jun-Feng
experimental part, p. 375 - 380 (2010/11/03)
Full details of an enantioselective total synthesis of 8-O-4'-neolignan perseal B are presented for the first time. The synthesis was achieved in 8 steps from vanillin and involved the asymmetric dihydroxylation reaction using AD-mix-α to give the key intermedium (1S,2S)-1-(4-(benzyloxy)-3- methoxyphenyl)propane-1,2,3-triol, and the Mitsunobu reaction between phenylpropanoid and vanillin formed perseal B. The synthetic method of perseal B exhibits a new route for 8-O-4'-neolignan. TUBITAK.
First enantioselective syntheses of (2R,3R)- and (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodioxan-6-carbaldehyde
Gu, Wenxin,Chen, Xiaochuan,Pan, Xinfu,Chan, Albert S. C.,Yang, Teng-Kuei
, p. 2801 - 2807 (2007/10/03)
An enantioselective and regioselective total synthesis approach to chiral 1,4-benzodioxane lignans (2R,3R)- and (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodioxan-6-carbaldehyde is reported. Copyright (C) 2000 Elsevier Science Ltd.
First asymmetric synthesis of chiral 1,4-benzodioxane lignans
Gu,Jing,Pan,Chan,Yang
, p. 6079 - 6082 (2007/10/03)
An asymmetric and regioselective total synthesis approach to 1,4-benzodioxane lignans was reported in which (2R,3R)- and (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodi oxan-6-carbaldehyde were synthesized firstly. A natural 1,4-benzodioxane neolignan was synthesized firstly by the synthesis approach. (C) 2000 Elsevier Science Ltd.
Enantioselective synthesis of phenylpropanetriols
DellaGreca, Marina,Fiorentino, Antonio,Monaco, Pietro,Previtera, Lucio
, p. 3693 - 3700 (2007/10/03)
The four stereomer 1-(4-hydroxy-3-methoxy)-phenyl-1,2,3-propanetriols were obtained in about 30% yields starting from ferulic acid by synthesis based on osmium catalyzed asymmetric dihydroxylation.
