ABSTRACT
Alkyne metathesis is increasingly explored as a reliable method to close macrocyclic rings, but there are no prior examples of an alkyne-metathesis-based homodimerization approach to natural products. In this approach to the cytotoxic C2-symmetric marine-derived bis(lactone) disorazoleâ C1, a highly convergent, modular strategy is employed featuring cyclization through an ambitious one-pot alkyne cross-metathesis/ring-closing metathesis self-assembly process.
Subject(s)
Alkynes/chemistry , Macrolides/chemistry , Oxazoles/chemistry , Biological Products/chemical synthesis , Biological Products/chemistry , Cyclization , Dimerization , Macrolides/chemical synthesis , Oxazoles/chemical synthesis , StereoisomerismABSTRACT
Alkyne metathesis is increasingly explored as a reliable method to close macrocyclic rings, but there are no prior examples of an alkyne-metathesis-based homodimerization approach to natural products. In this approach to the cytotoxic C2 -symmetric marine-derived bis(lactone) disorazoleâ C1, a highly convergent, modular strategy is employed featuring cyclization through an ambitious one-pot alkyne cross-metathesis/ring-closing metathesis self-assembly process.
