Speaker
Prof. Richard R. Schrock (Massachusetts Institute of Technology, Cambridge, MA, USA)
Topic
The Unique Abilities of MAP Catalysts for Olefin Metathesis
Series
Abstract
"Third generation" M(NR)(CHCMe2R')(OR)(Pyr) (MonoAlkoxidePyrrolide or MAP) species, isolated or prepared in situ, can be remarkably active and efficient metathesis catalysts.1 MAP species have characteristics that make them unique for many metathesis reactions, among them Z- and enantioselective ring-opening/cross-metatheses, Z-selective ROMP to give cis,syndiotactic polymers, ethenolysis of internal olefins such as oleates, Z-selective coupling of terminal olefins, Z-selective cross coupling of terminal olefins. Z-selective syntheses of large rings such as Epothilone C and Nakadomarin A, and Z-selective ethenolysis of E/Z mixtures to give pure E isomers.
References
- a) Schrock, R. R.; Hoveyda, A. H. Angew. Chem. Int. Ed. 2003, 42, 4592. b) Schrock, R. R. Chem. Rev. 2002, 102, 145. c) Schrock, R. R. Angew. Chem. Int. Ed. 2006, 45, 3748. d) Schrock, R. R. Chem. Rev. 2009, 109, 3211. e) Malcolmson, S. J.; Meek, S. J.; Sattely, E. S.; Schrock, R. R.; Hoveyda, A. H. Nature 2008, 456, 933. f) Sattely, E. S.; Meek, S. J.; Malcolmson, S. J.; Schrock, R.R.; Hoveyda, A. H. J. Am. Chem. Soc. 2009, 131, 943. g) Yu, M.; Wang, C.; Kyle, A. F.; Jakubec, P.; Dixon, D. J.; Schrock, R. R.; Hoveyda, A. H. Nature 2011, 479, 88.