Polymer-supported Organic Synthesis

Toy PH, Janda KD, Soluble polymer-supported organic synthesis, Ace. Chem. Res., 33 546-554, 2000. 

As a development in the field of solution phase polymer-supported organic synthesis, xanthate transfer technology has been used to prepare polymer-bound protected sugar derivatives which are soluble in organic solvents. For example, protected D-c/iiro-inositol 159 was elaborated into polystyrene bound 160 by radical pol3mierisation with 15 equivalents of styrene in the presence of 12 mol% lauroyl peroxide. ... 

PSOS Polymer-supported organic synthesis r.t. Room temperature RTlLs Room-temperature ionic liquids TBAl Tetrabutylammonium iodide f-Bu t-butyl... 

When the polymer was prepared by the suspension polymerization technique, the product was crosslinked beads of unusually uniform size (see Fig. 16 for SEM picture of the beads) with hydrophobic surface characteristics. This shows that cardanyl acrylate/methacry-late can be used as comonomers-cum-cross-linking agents in vinyl polymerizations. This further gives rise to more opportunities to prepare polymer supports for synthesis particularly for experiments in solid-state peptide synthesis. Polymer supports based on activated acrylates have recently been reported to be useful in supported organic reactions, metal ion separation, etc. [198,199]. Copolymers are expected to give better performance and, hence, coplymers of CA and CM A with methyl methacrylate (MMA), styrene (St), and acrylonitrile (AN) were prepared and characterized [196,197]. 

Mullie, F. and Reisse, J. Organic Matter in CarbonaceoTO Chondrites, 139, 83-117 (1986). Murakami, Y. Functionalited Cyclophanes as Catalysts and Enzyme Models. 115, 103-151 (1983). Mutter, M., and Pillai, V. N. R. New Perspectives in Polymer-Supported Peptide Synthesis. 106, 119-175(1982). 

G. Stork and G. Kim, Stereocontrolled synthesis of disaccharides via the temporary silicon connection, J. Am. Chem. Soc. 7/4 1087 (1992) P. J. Garegg, Saccharides of biological importance Challenges and opportunities for organic synthesis, Acc. Chem. Res. 25 575 (1992). J. J. Krepinsky, Advances in polymer-supported solution synthesis of oligosaccharides. Modem Methods in Carbohydrate Synthesis, (S. H. Khan and R. A. O Neill, eds.), Harwood Academic Publishers, Amsterdam, 1996, Chap. 9. 

Akelah, A. and Sherrington, D. (1981). Application of Functionalized Polymers in Organic Synthesis, Chem. Rev., 81, pp. 557-587 Hartley, F. (1985). Supported Metal Complexes A New Generation of Catalysts, Reidel, Dordrecht. 

The first polymer-supported oligosaccharide synthesis by Schuerch s group employed the Koenigs-Knorr reaction and its variants, using an immobilized glycosyl acceptor on an organic solid polymer (Scheme 1) [14]. It was followed by inves-... 

E. C. Blossey and D. C. Neckers, Eds., Solid Phase Synthesis, Halsted, New York, 1975 P. Hodge and D. C. Sherrington, Eds., Polymer-Supported Reactions in Organic Synthesis, Wiley-Interscience, New York, 1980. A comprehensive review of polymeric protective groups by J. M. J. Frechet is included in this book. 

C. Blackburn, Polymer supports for solid-phase organic synthesis, Biopolymers 47 311-351 1998. 

Standard Suspension Polymerization Techniques, Appendix (1980). In Polymer-Supported Reaction in Organic Synthesis (P. Hodge and D. C. Sherington eds.), Wiley Chichester. 

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