Asymmetric total synthesis of erythromycin. 3. Total synthesis of erythromycin

R. B. Woodward, Eugene W. Logusch, K. P. Nambiar, Kunio Sakan, Dale E. Ward, B. W. Au-Yeung, P. Balaram, Leslie J. Browne, Peter J. Card, C. H. Chen

Journal of the American Chemical Society · 1981 · 204 citations · 0 references

Concepts

Abstract

In the preceding paper' we described the preparation of the
\nkey lactone intermediate la in optically active form. In this paper we report the synthesis of erythromycin (2) from la. In essence,this transformation involves the glycosidation of a suitable derivative of la with L-cladinose and D-desosamine and the generation of the C-9 ketone functionality.