Abstract

Solid-phase synthesis is a powerful tool for achieving high-throughput chemistry. This review discusses recent diverse examples from my group: the solid-phase synthesis of unsymmetrical guanidines, polymer-supported versions of cyclooctadiene and 9-BBN, a triflate-like linker, the synthesis of tetrahydro-β-carbolines by the acyliminium Pictet-Spengler reaction, and a total synthesis of the antimycobacterial cyclic depsipeptide natural product kahalalide A.

Keywords: Solid-phase synthesis, combinatorial chemistry, guanidines, polymer-supported reagents, traceless cleavage, alkaloids, Pictet-Spengler reaction, depsipeptides