Advanced Polymer Reagents Based on Activated Reactants and Reactive Intermediates: Powerful Novel Tools in Diversity-Oriented Synthesis

Abstract

Publisher Summary One of the major innovations in combinatorial and medicinal chemistry in recent years aiming at efficient diversity-oriented synthesis has been the implementation of polymer reagents in polymer-assisted solution phase (PASP) synthesis. This chapter presents, following an introduction to the field, a concept of advanced polymer reagents based on reactive intermediates and active reactants that extend the scope of PASP synthesis significantly. Experimental procedures describing the preparation and use of the novel polymer reagents are also included. The PASP synthesis combines the merits of solution phase chemistry with the advantages of facilitated phase separation by using polymer reagents or scavenger resins. The chapter discusses four selected examples of advanced polymer-supported reagents including: (1) reactive oxidants employed on alcohols and in single electron oxidations involving radical ion intermediates; (2) alkylating resins generation, release of reactive intermediates, and activated reactants on polymer supports including the release of carbenium ions; (3) the synthesis and applications of supported carbanion equivalents; and (4) the release of radicals.