An Approach to the Synthesis of Bactobolin and the Total Synthesis of N-Acetylactinobolamine: Some Remarkably Stable Hemiacetals

Article abstract of DOI:10.1021/jo00380a025

The key steps in the synthesis of N-acetylactinobolamine were the siloxy-Cope rearrangemnt 17 --> 18 and the transformation of pseudoglycal 54, via its glycosyl azide derivative 55, to hemiacetal 56.This hemiacetal, as well as closely related hemicaetals