93395-16-5Relevant academic research and scientific papers
Simple synthesis of trans-α,β-dibenzyl-γ-butyrolactone lignans by diastereoselective reduction of α-benzylidene-β-benzyl-γ-butyralactones using NaBH4-NiCl2
Moritani,Fukushima,Miyagishima,Ohmizu,Iwasaki
, p. 2281 - 2286 (2007/10/03)
trans-α,β-Dibenzyl-γ-butyrolactone lignans were synthesized by stereoselective reduction of α-benzylidene-β-benzyl-γ-butyrolactones using NaBH4-NiCl2. The reduction is found to proceed via conjugate addition of a hydride to an α-benz
Ruthenium dioxide in fluoro acid medium V. Application to the non phenolic oxidative coupling of diarylbutanes. Conformational studies of cis and trans deoxyschizandrins
Dhal,Landais,Lebrun,Lenain,Robin
, p. 1153 - 1164 (2007/10/02)
Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the non phenolic oxidative coupling of diarylbutanes. We observed along with the expected aryl-aryl coupling, an unusual aryl-benzyl coupling, leading to a known class of lignans, the aryltetralins. Conformational studies of resultant cis and trans deoxyschizandrins were performed using high resolution NMR and molecular models.
STEREOSELECTIVE SYNTHESIS OF METHOXY SUBSTITUTED 2,3-DIBENZYL-γ-BUTYROLACTONES USING ORGANIC PHOSPHONATES AS INTERMEDIATES
Compagnone, Reinaldo S.,Suarez, Alirica
, p. 35 - 38 (2007/10/02)
A stereoselective, short and convergent synthesis of methoxy substituted 2,3-dibenzyl-γ-butyrolactones was developed using organic phosphonates as key intermediates.
Ruthenium dioxide in fluoro acid medium: I. A new agent in the biaryl oxidative coupling. Application to the synthesis of non phenolic bisbenzocyclooctadiene lignan lactones
Landais,Robin,Lebrun
, p. 3787 - 3804 (2007/10/02)
Ruthenium (IV) dioxide dihydrate in fluoro acid medium was found to be a very efficient agent for the oxidative coupling of non phenolic lignans and their derivatives, and this method was applied to the total synthesis of (+/-)-neoisostegane 2a and (+/-)-steganolide A 2b. This procedure was also used to obtain the first stereospecific synthesis of a cis-bisbenzocyclooctadiene lactone, the (+/-)-deoxyschizandrin 17, of which, was afforded by a short reduction sequence.
A SIMPLE PREPARATION OF (R)-(+)-β-(3,4,5-TRIMETHOXYBENZYL)-BUTANOLIDE, AND ITS USE IN THE TOTAL SYNTHESES OF NATURALLY OCCURRING DIBENZYLBUTANOLIDE LIGNANS
Lalami, Khalid,Dhal, Robert,Brown, Eric
, p. 1131 - 1134 (2007/10/02)
Resolution of methyl α-(3,4,5-trimethoxybenzyl)hemisuccinate by means of (-)-ephedrine, followed by calcium borohydride reduction, afforded (R)-(+)-β-(3,4,5-trimethoxybenzyl)butanolide.This lactone was used as a starting material for the optically active
Studies on the Constituents of the Seeds of Hernandia ovigera L. VI. Isolation and Structural Determination of Three Lignans
Tanoguchi, Mariko,Arimoto, Masao,Saika, Hideyuki,Yamaguchi, Hideo
, p. 4162 - 4168 (2007/10/02)
Three kinds of lignans, including a new lignan, named hernolactone, were isolated from the seeds of Hernandia ovigera L. besides six previously reported lignans, desoxypodophyllotoxin (DPT), desoxypicropodophyllin, bursehernin, podorhizol, hernandin and d
SYNTHESIS OF DIARYLBUTANES FROM CORDIGERINES AND REINVESTIGATION OF THEIR OXIDATIVE COUPLINGS IN DEOXYSCHIZANDRINS. - AN UNUSUAL FORMATION OF PHENYLTETRALIN LIGNANS -
Landais, Y.,Lebrun, A.,Lenain, V.,Robin, J.-P.
, p. 5161 - 5164 (2007/10/02)
Dibenzylbutanolide lignans including cordigerines were synthetized and transformed in the corresponding diarylbutane lignans which were submitted to non-phenolic oxidative coupling conditions by using RuO2 or Tl2O3 in trifluoroacetic medium to give deoxyschizandrins.A concurently aryl-benzyl coupling leads to the formation of the corresponding phenyltetralin of which the structure was confirmed by total synthesis.
Lignans from Piper cubeba
R. Prabhu, Bharathi,B. Mulchandani, Newand
, p. 329 - 331 (2007/10/02)
From the hot petrol extract of Piper cubeba ftuits, six lignans were isolated. Two of these, which have been obtained from a natural source for the first time, have been characterized as (2R,3R)-2-(3″,4″,5″-trimethoxybenzyl)-3-(3′,4′-methylenedioxybenzyl)-1,4-butanediol [(-)-dihydroclusin] and (3R,4R)-3,4-bis-(3,4,5-trimethoxybenzyl)tetra-hydro-2-furanol [(-)-cubebinin]. (-)Cubebin, (-)-hinokinin, (-)-clusin and (-)-dihydrocubebin were also found in this plant. Only (-)-cubebin has been reported so far from this source.
