Catch and release techniques

A. Solinas and M. Taddei, Solid-supported Reagents and Catch-and-release Techniques in Organic Synthesis, Synthesis 2409-2453 2007. 

In general, polymer-supported superbases are quite convenient as scavengers for removing acidic by-products by simple filtration [80-83]. Storeret al. are actively working in this field, and in their own multi-step organic synthesis they introduced a catch and release technique that required neither aqueous work-up nor chromatographic purification [82] (Scheme 6.22). 

Solinas, A. and Taddei, M. (2007) Sohd-supported reagents and catch-and-release techniques in organic synthesis. Synthesis, 2409-2453. 

In this chapter we have described the multistep application of supported reagents, scavengers, and catch-and-release techniques to the construction of various natural products and natural product-like libraries of compounds. These methods of immobilization can aid considerably the rapid optimization of complex chemical transformations. They avoid or minimize the need for more time-intensive skill-based workup procedures, such as chromatography, distillation, and crystallization, and are therefore valuable new tools to add to the repertoire of the synthesis chemist. 

Both primary and secondary Boc-protected aliphatic amines can be purified and deprotected efficiently by treatment with Amberlyst 15 (catch-and-release technique) without causing any racemlzation (eq 4). Amberlite IR-120 resin can be used for deprotection of W-/>toluenesulfinyl-protected amines. ... 

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