Catalytic enantioselective carbon-carbon bond formation using cycloisomerization reactions
- 26 June 2012
- journal article
- review article
- Published by Royal Society of Chemistry (RSC) in Chemical Science
- Vol. 3 (10), 2899-2919
- https://doi.org/10.1039/c2sc20542d
Abstract
This review describes important recent advancements in asymmetric cycloisomerization reactions. A wide variety of catalytic and asymmetric strategies have been applied to these reactions over the past twenty years. Cycloisomerization reactions have the ability to produce diverse polycyclic compounds in excellent yields and selectivity. They constitute a powerful and efficient strategy for asymmetric carbon-carbon bond formation in cyclic compounds. Enyne and related olefin cyclizations comprise the majority of reactions of this type and important advances have recently occurred in this area. However, significant changes have also occurred in the area of classical cyclization as well as intramolecular hydroacylation and C–H activation initiated cyclization and these will also be described.Keywords
This publication has 100 references indexed in Scilit:
- Organocatalyzed Asymmetric Friedel–Crafts ReactionsEuropean Journal of Organic Chemistry, 2010
- Enantioselective Gold Catalysis: Opportunities Provided by Monodentate Phosphoramidite Ligands with an Acyclic TADDOL BackboneAngewandte Chemie, 2010
- Chiral Tetrafluorobenzobarrelene Ligands for the Rhodium‐Catalyzed Asymmetric Cycloisomerization of Oxygen‐ and Nitrogen‐Bridged 1,6‐EnynesAngewandte Chemie, 2010
- Rhodium‐Catalyzed Asymmetric Enyne Cycloisomerization of Terminal Alkynes and Formal Total Synthesis of (−)‐PlatensimycinAngewandte Chemie, 2009
- Ligand Effects in Homogeneous Au CatalysisChemical Reviews, 2008
- Pd-Catalyzed Cycloisomerization to 1,2-Dialkylidenecycloalkanes. 2. Alternative Catalyst SystemJournal of the American Chemical Society, 1994
- Annulation via alkylation-Alder ene cyclizations. Palladium-catalyzed cycloisomerization of 1,6-enynesJournal of the American Chemical Society, 1991
- A palladium-catalyzed zipper reactionJournal of the American Chemical Society, 1991
- Activation in transition-metal catalysis by catalyst relay. A synthetic approach to (-)-dendrobineJournal of the American Chemical Society, 1991
- Über die Anlagerung von Maleinsäure‐anhydrid und Azodicarbonsäure‐ester an einfach ungesättigte Koh an einfach ungesättigte Kohlenwasserstoffe. Zur Kenntnis von Substitutionsvorgängen in der Allyl‐StellungBerichte der deutschen chemischen Gesellschaft (A and B Series), 1943