Current Organic Synthesis - Volume 9, Issue 3, 2012

In past decades, the pharmacopoeia was dominated by racemates, but since the emergence of new technologies in the 1990s that allowed the preparation of pure enantiomers in significant quantities, the awareness and interest in the stereochemistry of drug actions have increased. In this short review, the implementation of several hosts, guests, building blocks and methods in host-guest supramolecular chemistry was outli Read More

This review describes the synthesis, biological interest and importance of the α-aminophosphonic acids analogs of the 20 proteinogenic α-amino acids. Special attention is devoted to those stereoselective procedures that allow the synthesis of the required compounds in enantiomerically pure form.

Melamine (2,4,6-triamino-1,3,5-triazine) was first synthesized by Liebig in 1834 and its industrial application, starting with the development of melamine formaldehyde resins in the late 1930ies, has boomed since. In the last 80 years a vast number of different melamine derivatives have been prepared in order to provide structures for applications such as polymers, medicinal drugs, or biologically active compounds. It is t Read More

This micro review focuses on the application of the modified Pictet-Spengler reaction to the synthesis of diverse polyheterocycles with structural resemblance to natural products. The modified Pictet-Spengler reaction takes use of tethered biheterocycles comprising nucleophilic partner and a source for electrophilic partner followed by their condensation with aldehydes/ketones to furnish annulated polyheterocycles. Using this Read More

δ-Carboline and its naturally obtained analogs are of importance due to their wide range of biological properties. In the present review, we intend to discuss the main trends in the synthesis of δ-carboline analogs based on pyridine derivatives (including the Fischer synthesis, Graebe-Ullmann reaction, photochemical cyclization, arylation of substituted pyridines, quinolines, etc.) and indole derivatives in order to compare the po Read More

In this short review article, we highlight the application of the olefin metathesis reaction as a key step in the total synthesis of (-)-kendomycin, a macrocyclic polyketide ansamycin exhibiting pronounced activity as an endothelin receptor antagonist and antiosteoporotic agent, as well as important antibiotic potency against multiresistant bacteria and remarkable cytotoxicity versus a series of human tumour cell lines. By s Read More

A series of macrocyclic Schiff-bases and hexadecaazatricyclo-carboxamides has been prepared via the cyclocondensation of pyridine-2,6-dicarbonyl dichloride (1) or pyridine-2,6-dicarboxylic acid dihydrazide (3) or N,N-bis-[1- hydrazinyl-2-(substituted)]-pyridine-2,6-dicarboxamides (5a-d) with appropriate difunctional reagents. The coupling of 3 with tertacarboxylic acid dianhydride gave the macrocyclic tetraimidetetrac Read More

The pyridine derivative 3-cyano-4-(4-isopropylphenyl)-6-(pyridin-2-yl)-1H-pyridine-2-one 1 was obtained via the reaction of 2-acetylpyridine with cuminaldehyde and ethyl cyanoacetate in the presence of ammonium acetate. The pyridine-2-one 1 reacted with different alkyl halides, namely, allyl bromide, propargyl bromide, methyl bromoacetate, epichlorohydrin, 3-chloro-1-propanol, 1,3- dichloro-2-propanol, 4-bromobutyl a Read More