Regiodivergent Hydration–Cyclization of Diynones under Gold Catalysis
Marta Solas, Miguel Ángel Muñoz, Samuel Suárez‐Pantiga, Roberto Sanz
Abstract
Skipped diynones, efficiently prepared from biomass-derived ethyl lactate, undergo a tandem hydration–oxacyclization reaction under gold(I) catalysis. Reaction conditions have been developed for a switchable process that allows selective access to 4-pyrones or 3(2H)-furanones from the same starting diynones. Further application of this methodology in the total synthesis of polyporapyranone B was demonstrated.
Topics & Concepts
ChemistryCatalysisTandemCombinatorial chemistryReaction conditionsOrganic chemistryComposite materialMaterials scienceCatalytic Alkyne ReactionsSynthetic Organic Chemistry MethodsCyclization and Aryne Chemistry