Subject Merrifield resin

Because of fhe medicinal relevance of stilbenoids, a solid-phase approach using CM has been recently disclosed [228]. Thus, 4-viriyl phenol (115) was attached to a Merrifield resin and subjected to CM wifh various substituted styrenes in benzene at 80 °C for 12 h in fhe presence of Grubbs rufhenium-carbene catalyst (Scheme 27). 

Use in Solid Phase Synthesis. Solid phase symthesis offers the ability to perform transformations that involve little to no workup and purification. Ozone, possessing the same properties in certain cases, seems well suited to solid phase synthesis. Undec-lO-enoic acid was coupled to merrifield resin under standard conditions using 1,3-dicyclohexylcarbodiimide (DCC). The terminal olefin was then subjected to ozonolysis at low temperature in CH2CI2. The intermediate secondary ozonide could be converted into an alcohol, aldehyde, or carboxylic acid depending on the workup conditions. 

The group of Botta demonstrated the feasibility of their microwave-assisted iodi-nation protocol (see Scheme 6.143 d) toward a polymer-supported substrate [68], An appropriate pyrimidinone attached to conventional Merrifield polystyrene resin was suspended in N,N-dimethylformamide, treated with 2 equivalents of N-iodosuccini-mide (NIS), and subjected to microwave irradiation for 3 min. Treatment of the polymer-bound intermediate with OXONE released the desired 5-iodouracil in almost quantitative yield (Scheme 7.57). 

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