Strategy in Oligosaccharide Synthesis: An Application to a Concise Total Synthesis of the KH-1(adenocarcinoma) Antigen

Abstract

A concise and potentially practical synthesis of the title compound has been achieved. The route features a high degree of convergence and economy of synthetic operations. A key step is the concurrent introductory addition of three α-l-fucosyl residues at required hydroxyl acceptor sites (see 37 → 39). Conjugation to carrier protein was achieved, and a route to include truncated structures for investigations for antibody specificity was accomplished.