Reengineering classic organic reactions using polymeric tools

Abstract

Abstract Many of the most widely used reactions in organic synthesis suffer from drawbacks that can hamper their use. For example, the Mitsunobu, Wittig and Appel reactions all result in the formation of a full equivalent of triphenylphosphine oxide, which can be similar in polarity to the desired product, and thus be difficult to remove. Other reactions such as the Suzuki-Miyaura and Mizoroki-Heck reactions require the addition of numerous reagents, ligands and catalysts that can be laborious to separate from the targeted cross-coupled product. This review summarizes our recent work to address these issues by developing polymeric tools designed to simplify product isolation from these transformations.