Chemical deoxygenation of the trichothecenes diacetoxyscirpenol and deoxynivalenol
Abstract
Based on a model study using the bicyclo[3.2.1]octane epoxy acetates (14) and (15), an efficient one-step procedure for the selective removal of the 12,13-epoxide ring of the trichothecene mycotoxins diacetoxyscirpenol (1; R = H) and deoxynivalenol (2; R = H) has been devised. The key to success proved to be use of the lower-valent tungsten deoxygenation system of Sharpless et al.