Biomimetic Total Syntheses of Sanctis A–B with Structure Revision
Luqiong Huo, Chunmao Dong, Miaomiao Wang, Xiuxiang Lu, Wenge Zhang, Bao Yang, Yunfei Yuan, Sheng‐Xiang Qiu, Hongxin Liu, Haibo Tan
Abstract
The first concise total syntheses of sanctis A and B were reported, and it enabled revision of the structure of sanctis B through single-crystal X-ray diffraction. The established synthetic approach mainly mimics a biosynthetic olefin isomerization/hemiacetalization/dehydration/[3 + 3]-type cycloaddition cascade sequence, offering a viable synthetic methodology to efficiently access sanctis A-B and their analogues.
Topics & Concepts
ChemistryTotal synthesisIsomerizationStereochemistrySequence (biology)CycloadditionOlefin fiberCrystal structureCascadeOrganic chemistryBiochemistryCatalysisChromatographyMarine Sponges and Natural ProductsMicrobial Natural Products and BiosynthesisChemical synthesis and alkaloids