126809-68-5Relevant academic research and scientific papers
Total synthesis of unsymmetrical benzils, scandione and calophione A
Worayuthakarn, Rattana,Boonya-Udtayan, Sasiwadee,Ruchirawat, Somsak,Thasana, Nopporn
, p. 2496 - 2507 (2014/05/06)
The synthesis of the title unsymmetrical benzils, scandione and calophione A, is described. The key processes involve intramolecular cyclization reaction of the carbanion at the benzylic position of the arylbenzyl ether to the adjacent ester group followed by oxidation. The palladium(II)-catalyzed oxidative cyclization was also used to establish the benzofuran unit of calophione A. A convergent synthesis of the title benzils, which embody the 1,2-diarylethane-1,2-dione system, is reported. Key steps involve intramolecular cyclization of the carbanion at the benzylic position of the arylbenzyl ether to the adjacent ester group followed by oxidation. The palladium(II)-catalyzed oxidative cyclization was also studied to establish the benzofuran unit of calophione A. Copyright
Pt(IV)-catalyzed generation and [4+2]-cycloaddition reactions of o-quinone methides
Radomkit, Suttipol,Sarnpitak, Pakornwit,Tummatorn, Jumreang,Batsomboon, Paratchata,Ruchirawat, Somsak,Ploypradith, Poonsakdi
supporting information; experimental part, p. 3904 - 3914 (2011/06/22)
Novel intermolecular and intramolecular generations of ortho-quinone methides and their formal [4+2]-cycloaddition reactions with olefins catalyzed by PtCl4 and AuCl3 under mild conditions have been developed. Good to excellent yields (up to 99%) and diastereoselectivity (up to >99:1) of the chromans were obtained. PtCl4 was found to be effective and compatible with various functional groups present in the substrates. A mechanism accounting for its catalytic cycle is proposed and discussed.
BRIDGED AND FUSED ANTIDIABETIC COMPOUNDS
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Page/Page column 84, (2010/08/08)
ABSTRACT This invention provides for certain bridged and fused compounds of the formula G-L-A I or a pharmaceutically acceptable salt, ester of solvate thereof wherein: A is: (I) and the other variables are defined herein; the inventive compounds are agon
Generation of ortho-quinone methides by p-TsOH on silica and their hetero-Diels-Alder reactions with styrenes
Batsomboon, Paratchata,Phakhodee, Wong,Ruchirawat, Somsak,Ploypradith, Poonsakdi
supporting information; experimental part, p. 4009 - 4012 (2009/10/14)
(Chemical Equation Presented) 2-Arylchromans were readily prepared from the hetero-Diels-Alder reactions of styrenes with the ortho-quinone methides (o-QMs) which, in turn, were generated by treating the MOM-protected benzylacetate derivatives with p-TsOH immobilized on silica (PTS-Si) in toluene under mild conditions (0°C to rt). The corresponding chromans were obtained in moderate to excellent yields (42-97%) and in moderate to excellent diastereoselectivity (up to >99:1).
The direct synthesis of isoflavans VIA α-alkylation of phenylacetates
Versteeg, Marietjie,Bezuidenhoudt, Barend C. B.,Ferreira, Daneel
, p. 1373 - 1394 (2007/10/03)
Deprotonation of oxygenated phenylacetates and quenching of the enolates with oxygenated benzylic electrophiles, afforded 2,3-diarylpropanoates which served as precursors to the isoflavans following consecutive reduction and cyclization steps.
THE FIRST DIRECT SYNTHESIS OF ISOFLAVANS VIA α-ALKYLATION OF PHENYLACETATES
Versteeg, Marietjie,Bezuidenhoudt, Barend C. B.,Ferreira, Daneel
, p. 1743 - 1746 (2007/10/02)
Deprotonation of phenylacetates and quenching of the enolates with benzylic electrophiles, afford 2,3-diarylpropanoates which serve as precursors to isoflavans following consecutive reduction and cyclization steps.
13C NMR Chemical Shifts of the Carbon Atoms of the Methoxymethyl Group of Di-ortho-substituted Aromatic Methoxymethyl Ethers
Kaufman, Teodoro S.,Sindelar, Robert D.,Juergens, Alex R.
, p. 1178 - 1181 (2007/10/02)
Complete 13C spectral assignments of 28 aromatic methoxymethyl ethers bearing different substituents and substitution patterns were made.While meta-, para- or mono-ortho-substitution did not significantly affect the 13C resonances of the carbon atoms of t
