Catalytic Asymmetric Arylative Cyclization of Alkynals: Phosphine-Free Rhodium/Diene Complexes as Efficient Catalysts
- 7 December 2004
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (1), 54-55
- https://doi.org/10.1021/ja044021v
Abstract
Catalytic arylative cyclization of alkynals has been developed by the use of phosphine-free rhodium/diene complexes as catalysts. An asymmetric variant of this process has been successfully realized by employing a C2-symmetric chiral bicyclo[2.2.2]octadiene ligand. The rhodium/diene catalyst system is also effective for arylative cyclization of other substrates such as alkynones and enynes, achieving multiple carbon−carbon bond formations in a single step.This publication has 14 references indexed in Scilit:
- C2-Symmetric Bicyclo[2.2.2]octadienes as Chiral Ligands: Their High Performance in Rhodium-Catalyzed Asymmetric Arylation of N-TosylaryliminesJournal of the American Chemical Society, 2004
- Chiral [2.2.2] Dienes as Ligands for Rh(I) in Conjugate Additions of Boronic Acids to a Wide Range of AcceptorsOrganic Letters, 2004
- Nickel‐Catalyzed Reductive Cyclizations and CouplingsAngewandte Chemie, 2004
- Rhodium-Catalyzed Tandem Cyclization: Formation of 1H-Indenes and 1-Alkylideneindans from Arylboronate Esters in Aqueous MediaThe Journal of Organic Chemistry, 2004
- Addition of Bifunctional Organoboron Reagents to Strained Alkenes. Carbon−Carbon Bond Formation with Rh(I) Catalysis in Aqueous MediaThe Journal of Organic Chemistry, 2004
- A Chiral Chelating Diene as a New Type of Chiral Ligand for Transition Metal Catalysts: Its Preparation and Use for the Rhodium-Catalyzed Asymmetric 1,4-AdditionJournal of the American Chemical Society, 2003
- Rhodium-Catalyzed Asymmetric 1,4-Addition and Its Related Asymmetric ReactionsChemical Reviews, 2003
- Diastereo- and Enantioselective Catalytic Carbometallative Aldol Cycloreduction: Tandem Conjugate Addition−Aldol CyclizationJournal of the American Chemical Society, 2003
- A New Type of Catalytic Tandem 1,4-Addition−Aldol Reaction Which Proceeds through an (Oxa-π-allyl)rhodium IntermediateJournal of the American Chemical Society, 2002
- A New Stereoselective Method for the Preparation of Allylic AlcoholsJournal of the American Chemical Society, 1997