Semisynthesis of (-)-Bufospirostenin A Enabled by Photosantonin Rearrangement Reaction.
Jun HuangTingting CaoZhong-Chao ZhangZhen YangPublished in: Journal of the American Chemical Society (2022)
An enantioselective semisynthesis of (-)-bufospirostenin A is described. The key steps in the synthesis involve use of our proposed biomimetic and diastereoselective photosantonin rearrangement reaction for construction of the 5/7 bicyclic motif, and a Co-catalyzed reversible double-bond isomerization reaction for installing the double bond in the seven-membered ring.