122977-46-2Relevant academic research and scientific papers
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 (1993)
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.
An Easy Procedure for the Preparation of 3-Methylidenetetrahydrofurans from Dimethyl Succinates
Corral, Jose M. Miguel,Gordaliza, Marina,Castro, M. Angeles,Salinero, Miguel A.,Dorado, Jose M.,Feliciano, Arturo San
, p. 154 - 164 (2007/10/03)
A new synthetic proceduree to obtain 3-methylidenetetrahydrofurans is described, in which the methylidene group is generated during the formation of the tetrahydrofuran ring. These are prepared by reduction of differently substituted dimethyl succinates obtained by Stobbe condensation.
THE SYNTHESES OF (R)-(+)-β-VANILLYL-γ-BUTYROLACTONE AND OF CHIRAL LIGNANS THEREFROM
Brown, Eric,Daugan, Alain
, p. 1169 - 1172 (2007/10/02)
(R)-(+)-β-vanillyl-γ-butyrolactone was obtained in 4 steps including a resolution, from vanillin and dimethyl succinate, and was used for the total syntheses of 5 naturally occurring and optically active lignans such as (+)-isolariciresinol 20.
