944055-16-7Relevant academic research and scientific papers
Stereoselective synthesis of β-carboethoxy-γ-lactams via imino Mukaiyama aldol-type reaction of 1,4-bis(trimethylsilyloxy)-1,4-diethoxy-1,3-butadiene
Pohmakotr, Manat,Yotapan, Nattawut,Tuchinda, Patoomratana,Kuhakarn, Chutima,Reutrakul, Vichai
, p. 4328 - 4337 (2007)
The reaction of the (bis)trimethylsilyloxy derivative of diethyl succinate with imines in the presence of ZnCl2 provides a general stereoselective entry to β-carboethoxy-γ-lactams.
Site-Specific Synthesis of β-Fluorinated γ-Butyrolactams via Decarboxylative Fluorination of β-Carboxyl-γ-Butyrolactams
Phae-nok, Supasorn,Pohmakotr, Manat,Kuhakarn, Chutima,Reutrakul, Vichai,Soorukram, Darunee
, p. 4710 - 4720 (2019/08/01)
Monofluorinated cyclic nitrogen-containing compounds are synthetically useful scaffolds in organic synthesis and medicinal applications. In this report, AgNO3 mediated decarboxylative fluorination of β-carboxyl-γ-butyrolactams using Selectfluor as a fluorine source was described to achieve a site-specific synthesis of β-fluorinated γ-butyrolactams.
Diastereoselective synthesis of (±)-heliotropamide by a one-pot, four-component reaction
Younai, Ashkaan,Chin, Gregory F.,Shaw, Jared T.
supporting information; scheme or table, p. 8333 - 8336 (2011/02/28)
The first synthesis of heliotropamide is reported. The preparation of this 2-oxopyrrolidine (γ-lactam) natural product relied on a diastereoselective one-pot, four-component reaction (4CR) for the assembly of the core structure. On the basis of chemical shift correlation and NOESY experiments, the previously unknown alkene geometry of heliotropamide is assigned as E.
Synthesis of new polysubstituted pyrrolidinones with potential biological activity
Burdzhiev, Nikola T.,Stanoeva, Elena R.
experimental part, p. 313 - 320 (2009/01/31)
The reaction of succinic anhydride and N-benzylidene-benzylamine gave rise to the corresponding substituted trans-5-oxopyrrolidine-3-carboxylic acid, which was transformed stereoselectively into two series of compounds. The first one consists of carboxamides, and the second one includes aminomethyl derivatives. The compounds prepared incorporate both a pyrrolidinone part and other nitrogen containing heterocyclic fragments of pharmacological interest.
Highly diastereoselective synthesis of β-carboxy-γ-lactams and their ethyl esters via Sc(OTf)3-catalyzed imino Mukaiyama-aldol type reaction of 2,5-bis(trimethylsilyloxy)furan with imines
Pohmakotr, Manat,Yotapan, Nattawut,Tuchinda, Patoomratana,Kuhakarn, Chutima,Reutrakul, Vichai
, p. 5016 - 5019 (2008/02/05)
(Chemical Equation Presented) Functionalized γ-lactams are found to be crucial intermediates in the synthesis of biologically important natural products. We herein described a highly diastereoselective synthesis of β-carboxy-γ-lactams and their ethyl este
Analgesic 4-carboxy-pyrrolidin-2-one compound
-
, (2008/06/13)
Analgesic and anti-inflammatory compounds are provided. These compounds possess the following general formula: STR1 wherein R=--COOR5, --CH2 CO2 H, STR2 wherein A and B=hydrogen, lower alkyl, hydroxy alkyl, lower alkyl amine, substituted lower alkyl amine, aminoalkyl, substituted aminoalkyl; R5 =lower alkyl; R1 =aryl, substituted aryl, aralkyl, alkyl, hydrogen, substituted aralkyl and heterocycle; R2 =aryl, substituted aryl, aralkyl, alkyl, substituted aralkyl, heterocycle, substituted heterocycle, biphenyl, substituted biphenyl, naphthyl, and substituted naphthyl; R3 =aryl, substituted aryl, hydrogen, aralkyl, substituted aralkyl, alkyl, heterocycle and substituted heterocycle; R2 and R3 together form a ring; R4 =hydrogen, phenyl, substituted phenyl, heterocycle; alkyl, substituted alkyl; or, R1 and R4 may form a ring; X=>C=O, --CH2 --; Y=--S--CHR4 --, --O--OHR4 --, --CHR4 --, --CR6 R7 --CHR4 --, STR3 wherein R6 =same as R4 ; R7 =same as R4 ; R6 and R7 may form a ring; and Z=hydrogen, halogen, alkyl, substituted alkyl, hydroxy, alkyloxy, amino, substituted amino, nitro, aryl, substituted aryl, aryloxy.
