Abstract: Amphotericin B (1) was converted to a series of protected derivatives (3-5, 27). Compound 5 was degraded by ozonolysis and further elaborated to fragments 8, 14, and 15, three potential intermediates in a projected total synthesis of amphotericin B (1). A novel oxidative deglycosidation procedure based on radical bromination was devised and applied to the degradation of 5 and 27 to heptaenones 21 and 28, respectively. These ...
