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of chiral molecules - Format: PDF

Determining molecular chirality

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Synthesis of epoxides - Organic chemistry

The principal emphasis of Professor Comins’ research program is the development of new synthetic methodologies and strategies for the asymmetric synthesis of alkaloids, natural products and biologically active compounds. He is particularly interested in the design of new synthetic reactions, especially practical, high-yield methods for the synthesis of complex organic molecules with specific stereochemistry. Several strategies based on heterocyclic and organometallic chemistry are under investigation.

The chiral carbon must be part of the 'pharmacophore' of the thalidomide molecule.

Neither Wohler nor his contemporaries claimed that his results disproved the vitalforce theory. But his results set in motion a series of experiments that led to thesynthesis of a variety of organic compounds from inorganic starting materials. Thisinevitably led to the disappearance of "vital force" from the list of theoriesthat had any relevance to chemistry, although it did not lead to the death of the theory,which still had proponents more than 90 years later.

25th International Symposium: Synthesis in Organic Chemistry

Paper on CPL-emitting cyclic compounds based on planar chiral [2.2]paracyclophane was published in Asian Journal of Organic Chemistry.

Details of analytical methods are provided and discussed as well as topics relating to the design of fascinating topologically chiral assemblies and molecular technomimetic devices in the context of dynamic stereochemistry. Strategies and recent developments that address important synthetic challenges are presented and highlighted with hundreds of examples, applications and detailed mechanisms.

So when a possible chiral carbon molecule is formed in many a laboratory synthesis, it tends to be an equimolar mixture of the two spatial possibilities or enantiomers.

Chiral pool synthesis + examples - YouTube

the  anti-cancer drug TAXOL is a very chiral molecule indeed and requires extremely sophisticated synthetic routes!

Recently, we started a program in the nicotine area. Nicotine derivatives may be useful in the treatment of multiple human disorders, including Alzheimer's disease, Parkinson's disease, epilepsy, migraines, depression, pain and others. After finding that substitution reactions of natural (S)-nicotine were difficult and underdeveloped, we studied this problem to find solutions. In the last few years we have published ten papers and have been awarded twelve patents in this area. We have developed methods to substitute every position of the pyridine ring of natural (S)-nicotine. Numerous analogues have been prepared in our laboratories and tested at Targacept, Inc. for various CNS activities. Several of our compounds have exhibited exciting activity and potential as pharmaceutical leads. Ongoing studies in our laboratories are directed at converting commercially available (S)-nicotine to useful compounds, such as pharmaceuticals, insecticides, synthetic intermediates, and ligands for asymmetric synthesis. Our six-step synthesis of (S)-brevicolline and five-step synthesis of (S)-macrostomine from natural nicotine are examples of how we are making nicotine a useful member of the chiral pool.

Organic Chemistry involves the study of the fundamental reactions used to make known and new molecules. Our chemists study the chemistry of DNA, proteins, and carbohydrates, the molecules of life, but also materials that have never before existed and promise to revolutionize the world.

Organic & Biomolecular Chemistry; A versatile synthesis of chiral β-aminophosphines .
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  • Chiral pool synthesis; Chiral ..

    Sigma-Aldrich — supplier of building blocks and reagents for synthesis in organic and inorganic chemistry.

  • 'Asymmetric Synthesis in Organophosphorus Chemistry' by Oleg I

    The Synthesis in Organic Chemistry conference is a flagship event for the international organic chemistry community

  • Computational Chemistry; Organic Synthesis

    Advanced Organic Chemistry: Stereoselective synthesis

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We will go over what makes a molecule chiral, ..

Even though organic chemistry focuses on compounds that contain carbon and hydrogen,more than 95% of the compounds that have isolated from natural sources or synthesized inthe laboratory are organic. The special role of carbon in the chemistry of the elements isthe result of a combination of factors, including the number of valence electrons on aneutral carbon atom, the electronegativity of carbon, and the atomic radius of carbonatoms (see the table below).

Organic Chemistry: Mechanisms and Synthesis …

A practical synthesis of a peripherally selective noradrenaline reuptake inhibitor that has a chiral 6,7--disubstituted-1,4-oxazepane as a new class of scaffold is described. The amino alcohol possessing the desired stereochemistry was obtained with excellent dr and ee, starting from a commercially available aldehyde via a Morita–Baylis–Hillman reaction, Michael addition, isolation as maleic acid salt, reduction, and diastereomeric salt formation with (+)-10-camphorsulfonic acid. The desired single stereoisomer obtained at an early stage of the synthesis was used for seven-membered ring formation in fully telescoped processes, providing the chiral 6,7--disubstituted-1,4-oxazepane efficiently. In addition to controls of dr and ee of the chiral 1,4-oxazepane, and control of ,-selectivity in SN2 reaction of the intermediate mesylate with a pyridone derivative, finding appropriate intermediates that were amenable to isolation and upgrade of purity enabled a practical chiral HPLC separation-free, column chromatograph-free synthesis of the drug candidate with excellent chemical and optical purities in a higher overall yield.

Organozinc Reagents in Organic Synthesis.

He was a recipient of the 2005 North Carolina ACS Distinguished Lecturer Award and the 2006 NCSU Distinguished Service Award. In 2005 he gave the 7th Charles Rees Lecture at the 17th Lakeland Symposium, Grasmere, UK. He was named a Fellow of the American Chemical Society (2010) and a member of the Honorary Editorial Board of Reports in Organic Chemistry (2011). In 2011, he was elected President of the International Society of Heterocyclic Chemistry (2013-2015). Recently, he was selected as a Fellow of the Royal Society of Chemistry (FRSC, 2015) and a Permanent Member of the Global Advisory Board, World Academy of Chemistry (2015). In addition to 12 book chapters and review articles, Professor Comins and coworkers have published over 230 papers including 40 U.S. patents in various areas of organic synthesis and medicinal chemistry.

Bottom-up synthesis of chiral covalent organic …

The organic molecule must possess an asymmetric or chiral carbon, to which four different groups are bound in a tetrahedral bond arrangement (shown as R, R', R'' and R''' in the diagram below).

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