Organic synthesis, applications

This paper describes the unique properties of TUD-1, a new, amorphous mesoporous material. We will highlight several organic synthesis applications. (We discnss petrochemical and refining applications of TUD-1 in more detail elsewhere (7).)... 

Baxendale IR, Ley SV (2000) Polymer-supported reagents for multi-step organic synthesis application to the synthesis of sildenafil. Bioorg Med Chem Lett 10 1983-1986... 

Wong, C. H. Halcomb, R. L. Ichikawa, Y. Kajimoto, T., Enzymes in Organic-Synthesis - Application to the Problems of Carbohydrate-Recognition. 1. Chem. 

We last reviewed organic synthesis applications of the Grubbs reaction on April 19,2004. The (relatively) robust nature of the commercially-available catalyst and its commercial availability have spurred the expanding exploration of the scope of this reaction. Through this month, we will feature some recent highlights. 

Congratulations to the recipients of the 2005 Nobel Prize in Chemistry The five Organic Highlights columns for the month of October will be devoted to organic synthesis applications of alkene metathesis. 

Gordon, E. M. Gallop, M. A. Patel, D. V. Strategy and Tactics in Combinatorial Organic Synthesis. Applications to Drug Discovery, Acc. Chem. Res. 

C. H. Wong, R. L. Halcomb, Y. Ichikawa, and T. Kajimoto, Enzymes in organic synthesis Application to the problems of carbohydrate recognition (part 2), Angew. Chem. Int. Ed. Engl. 34 1010 (1995). 

Chemat, F., Poux, M., Di Martino, J.-L. and Berlan, J., An original microwave-ultrasound combined reactor suitable for organic synthesis application to pyrolysis and esterification,. Microwave Power Electromag. 

Dicyclohexyl carbodiimide (DCC) is one of the most frequently used coupling agents, especially in organic synthesis applications. It has been used for peptide synthesis since... 

M Christen, DHG Crout. Biotransformation in organic synthesis applications of yeast reduction in the synthesis of 3,5-dihydroxy esters of high optical purity. J Chem Soc Chem Commun 45 264-266, 1988. 

Chandrasekhar S, Narsihmulu C, Sultana SS et al (2002) Poly(ethylene glycol) (PEG) as a reusable solvent medium for organic synthesis. Application in the Heck reaction. Org Lett 4(25) 439)M401... 

A. Krief, A.-M. Laval, Ortho-Nitrophenyl Selenocyanate, a Valuable Reagent in Organic Synthesis Application to One of the Most Powerful Routes to Terminal Olefins from Primary-Alcohols (The Grieco-Sharpless Olefination Reaction) and to the Regioselective Isomerization of Allyl Alcohols), ... 

Gordon EM, Galop MA, Patel DV, Strategy and tactics in combinatorial organic synthesis, Application to drug discovery, Accounts. Chem. Res., 29 144-154, 1996. 

A. Krief and A.-M. Laval, u-Nitrophenyl selenocyanate, a valuable reagent in organic synthesis Application to one of the most powerful routes to terminal olefins from primary-alcohols (the Grieco-Sharpless olefination reaction) and to the regioselective isomerization of allyl alcohols, Bull. Soc. Chim. Fr. 1997,13, 869-874. 

Although TA from yeast is commercially available, it has rarely been used in organic synthesis applications, and no detailed study of substrate specificity has yet been performed. This is presumably due to high enzyme cost and also since the reaction equilibrium is near unity, resulting in the formation of a 50 50 mixture of products. In addition the stereochemistry accessible by TA catalysis matches that of FruA DHAP-dependent aldolase and the latter is a more convenient system to work with. In one application, TA was used in the synthesis D-fructose from starch.113 The aldol moiety was transferred from Fru 6-P to D-glyceraldehyde in the final step of this multi-enzyme synthesis of D-fructose (Scheme 5.60). This process was developed because the authors could not identify a phosphatase that was specific for fructose 6-phosphate and TA offered an elegant method to bypass the need for phosphatase treatment. 

Since natural enzymes are unable to accept all of the unnatural substrates that they are called upon to accept for organic synthesis applications, alternative biocatalysts with expanded substrate specificity are needed. One approach toward the generation of new biocatalysts is to exploit the molecular diversity of the immune system by recruiting catalytic antibodies as protein catalysts. 

For organic synthesis applications, C-C bond formation between the R group and an alkene carbon atom is of paramount importance and Pd-catalyzed R-R coupling is to be avoided. Equation (5) displays a palladium-catalyzed Mizorki-Heck-type (MH) reaction using tellurium salts. ... 

Kozikowski, A P, Konoike, T, Ritter, A, OrganometaUics in organic synthesis. Applications of a new diorganozinc reaction to the synthesis of C-glycosyl compounds with evidence for an oxonium-ion mechanism, Carbohydr. Res., 171, 109-124, 1987. 

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