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Chirality in diarylether heptanoids: synthesis of myricatomentogenin, jugcathanin, and congeners.
The syntheses of myricatomentogenin, jugcathanin, galeon, pterocarine, and acerogenin L are reported. Synthetic material was used to measure their optical activities and free energy of activation for… Expand
Enantioselective Ullmann ether couplings: syntheses of (-)-myricatomentogenin, (-)-jugcathanin, (+)-galeon, and (+)-pterocarine.
The first enantioselective Ullmann cross-coupling reactions to prepare diaryl ethers are reported. The reactions were used to prepare the diarylether heptanoid natural products… Expand
The garuganin and garugamblin diarylether heptanoids: total synthesis and determination of chiral properties using dynamic NMR.
- Zhi-Qiang Zhu, M. Q. Salih, E. Fynn, A. Bain, C. Beaudry
- Chemistry, Medicine
- The Journal of organic chemistry
- 11 March 2013
The synthesis of the garuganin and garugamblin diarylether heptanoids using an intramolecular Ullmann coupling is reported. Alkene stereoisomers, vinylogous ester regioisomers, and β-diketone… Expand
The nature of persistent conformational chirality, racemization mechanisms, and predictions in diarylether heptanoid cyclophane natural products.
- Ommidala Pattawong, M. Q. Salih, Nicholas T. Rosson, C. Beaudry, Paul Ha-Yeon Cheong
- Chemistry, Medicine
- Organic & biomolecular chemistry
- 22 April 2014
Restricted rotations of chemical bonds can lead to the presence of persistent conformational chirality in molecules lacking stereocenters. We report the development of first-of-a-kind predictive… Expand
Total synthesis of russuphelol: a case of mistaken chirality.
The chlorohydroquinone tetramer, russuphelol, does not have stereocenters; however, it was reported as a chiral optically active substance with stable enantiomeric conformations. The natural product… Expand
Bio-inspired oxidative phenolic coupling: Total synthesis of the diarylether heptanoid (.+-.)-pterocarine
Abstract The diaryletherheptanoid natural product, pterocarine, is expeditiously synthesized using a bioinspired intramolecular oxidative phenolic coupling of acerogenin G. The cyclization precursor… Expand
Total Synthesis of Russuphelol: A Case of Mistaken Chirality.
Estimation of 5’-Nucleotidase from blood of women with Toxoplasma gondii parasites
5’-Nucleotidase (5’-NT) is a phosphatase enzyme that works on Nucleoside-5-monophosphate like adenosine-5-mono-phosphate , 5’-NT is a protein In vitro fertilization of the plasma membrane in a large… Expand
Enantioselective Ullmann Ether Couplings: Syntheses of (—)‐Myricatomentogenin (VIII), (—)‐Jugcathanin (X), (+)‐Galeon (III), and (+)‐Pterocarine (IV).
The optimized Ullmann ether couplings by using N-methyl-L-proline as chiral catalyst render possible the enantioselective cyclization of compounds (I) and (V) to give the axial chiral cyclophane… Expand
Total synthesis and conformational study of ovalifoliolatin B
Abstract The diaryletherheptanoid natural product, ovalifoliolatin B, was synthesized. The synthesis features a regioselective reduction of a conjugated dienone and an intramolecular Ullmann… Expand