Current Organic Synthesis - Volume 12, Issue 5, 2015

This review deals with the important changes that have taken place in the last twenty to thirty years, on the directions and objectives of organic synthesis. Target oriented synthesis now competes with diversity oriented synthesis, and variations, in an attempt to occupy chemical space more completely. At the same time practicality, efficiency, scalability and robustness are once again the major goals to be associated with ato Read More

Cryptomoscatones D1 and D2, dihydropyranones isolated from C. mandiocanna, had their stereochemistry solved after total syntheses and comparison of spectroscopic data of natural and synthetic samples. Natural dihydropyranones coibacins A and B, metabolites isolated from marine cyanobacterium cf. Oscillatoria sp, which display antileishmanial activity and anti-inflammatory properties, were synthesized and had th Read More

This article gives a historical background on the introduction of the chalcogen chemistry in Brazil. It also describes the development of synthetic methods based on organotellurium compounds, and their use in the synthesis of biologically active compounds. A brief comment on the biological activity of organotellurium compounds is also made.

Carbonyl chemistry, specifically aldol reactions, is one of the most efficient and elegant strategies to build carbon-carbon bonds. In the last 15 years in Brazil, our research group and others have worked on the development and application of stereoselective aldol reactions, with direct application in the asymmetric synthesis of several natural products of biological interest. In this review, we highlight the major Brazilian contribution Read More

We report herein a straightforward and efficient route to prepare 1H-1,2,3-triazoles-linked to 2,3- dihydronaphtho[1,2-b]furan-4,5-dione in C-2 in a one-step reaction from readily available starting materials. We performed a one-step procedure from iodocyclization of 3-allyl-lawsone followed by a nucleophilic substitution reaction of the iodized product, and finally the Huisgen 1,3-dipolar cycloaddition reaction catalyzed by Cu(I) pr Read More

Niobium is not found in nature in its free form, but usually in the form of oxides and usually with the tantalum element. The largest niobium reserves are in Brazil. The use of niobium compounds in organic synthesis has increasingly attracted the attention of the international scientific community due to its wide range of applications. Among all the applications, we highlight heterogeneous catalysis. The compounds most Read More

D-Ribonolactone is a carbohydrate derivative of the aldonolactone family which serves as a versatile chiral pool for the total synthesis of natural products such as malayamycin, varitriol, mannostatin, shikimic acid, herbarumins, neplanocins, and many others. Also, the preparation of new C-nucleosides starting from D-ribonolactone has attracted the attention of several groups in the past decade, since this class of molecules Read More

Haloarenes are important chemical compounds from academic, biological, and industrial point of view. They can usually be prepared by an electrophilic halogenation of aromatic compounds using the halogen in its elemental form (X2), a reaction formerly described by Couper in 1857. Recently, the interest in new reagents that can accomplish a safe, efficient, and convenient halogenation of arenes has grown enormou Read More

Phenolic lipids constitute a class of bioactive compounds comprising molecules having hydrophobic tails linked to a phenolic polar head, widely distributed in nature, with great variety of biological and industrial potential. The cytosporones, which are octaketide phenolic lipids, have been attracting the attention of many researchers owing to their biological potential, such as fungicidal, allelopathic, bactericidal and, cytotoxi Read More

Hepatitis C is a life threatening viral disease that commits millions of people worldwide. During the last decades, important developments in the understanding of the structural biology and biochemistry of the virus led to the development of direct acting antivirals culminating in the breakthrough development of the NS5B pronucleotide inhibitor Sofosbuvir which was approved by the FDA in 2013 to treat hepatits C. T Read More

Insertion of diazocarbonyl-derived metallocarbenes into X-H bonds (X= H, C, Si, N, O, S, P, Se) has proven to be a very important method for the construction of C-X bonds in organic chemistry. This mini-review provides a brief historical background, mechanistic aspects and a summary of recent breakthroughs in the area of enantioselective metal-catalyzed N-H and O-H insertion reactions.

A new class of modular functionalized oxazolines are synthesized using a simple, novel one-pot method under inert moisture-free conditions. Then the oxazolines can be further elaborated to phosphine-containing oxazolines. The first step is to synthesize intermediates via the reaction of 2 - hydroxybenzonitrile or 2- aminobenzonitrile with chiral amino alcohols, subsequent reactions with phosphine chlorides, providing produc Read More