Affiliation:
1. CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
2. University of Chinese Academy of Sciences
Abstract
AbstractIncredible examples of controlling highly reactive functional groups to synthesize amazing architectures can be found in nature. N-Acyl azahexatriene, which is involved in biosynthesis, is clearly among them, despite the extremely limited number of examples disclosed in the literature. We explored the biomimetic synthesis of macrocarbocyclic natural products, chejuenolides A–C, as well as structural variants, to unveil the hidden stereochemical relationships between their biosynthesis and those of lankacidin antibiotics. This revealed the logic of the reaction pattern, which was likely influenced by catalytic promiscuity in nature.
Funder
Science and Technology Commission of Shanghai Municipality
Chinese Academy of Sciences