Synthesis of axially chiral heterobiaryl alkynes via dynamic kinetic asymmetric alkynylation
Chemical Communications2016Vol. 52(98), pp. 14121–14124
Citations Over TimeTop 10% of 2016 papers
Valentı́n Hornillos, Abel Ros, Pedro Ramírez‐López, Javier Iglesias‐Sigüenza, Rosario Fernández, José M. Lassaletta
Abstract
The dynamic kinetic Pd0-catalyzed alkynylation of racemic heterobiaryl sulfonates was used for the asymmetric synthesis of axially chiral heterobiaryl alkynes with a broad scope. The use of Pd(OAc)2/(S)-QUINAP as the precatalyst provides products in excellent yields and enantioselectivities under mild conditions (DMSO, 40 °C). Semireduction, 1,3-dipolar cycladdition or N-oxidation served to illustrate the synthetic potential of the methodology.
Related Papers
- → Merging kinetic resolution with C–H activation: an efficient approach for enantioselective synthesis(2021)24 cited
- → Enantioselective Dearomative Alkynylation of Chromanones: Opportunities and Obstacles(2022)7 cited
- → Enantioselective Trost alkynylation with 2E,4E-5-bromo-2,4-pentadienal(2022)1 cited
- → ChemInform Abstract: Catalytic Asymmetric Synthesis of Optically Active Alkynyl Alcohols by Enantioselective Alkynylation of Aldehydes and by Enantioselective Alkylation of Alkynyl Aldehydes.(1990)1 cited
- → ChemInform Abstract: Rh‐Catalyzed Direct Enantioselective Alkynylation of α‐Ketiminoesters.(2013)