title: Enantioselective Alkyne Conjugate Addition Enabled by Readily Tuned Atropisomeric P,N-Ligands.
abstract: By the nature of its structure, the 5-membered chiral biaryl heterocyclic scaffold represents a departure from 6-membered P,N-ligands that facilitates tuning and enables ligand evolution to address issues of selectivity and reactivity. In this vein, the Cu-catalyzed enantioselective conjugate alkynylation of Meldrum's acid acceptors is reported using Me-StackPhos. Enabled by this new ligand, the reaction tolerates a wide range of alkynes furnishing the products in high yields and excellent enantioselectivity. The transformation provides access to highly useful chiral β-alkynyl Meldrum's acid building blocks as demonstrated by an efficient enantioselective synthesis of the preclinical agent OPC 51803.
authors.affiliation: Center for Heterocyclic Compounds, Department of Chemistry, University of Florida , Gainesville, Florida 32611, United States.
authors.forename: Sourabh
authors.identifier: 0000-0001-6737-9949
authors.initials: S
authors.lastname: Mishra
authors.affiliation: Center for Heterocyclic Compounds, Department of Chemistry, University of Florida , Gainesville, Florida 32611, United States.
authors.forename: Ji
authors.initials: J
authors.lastname: Liu
authors.affiliation: Center for Heterocyclic Compounds, Department of Chemistry, University of Florida , Gainesville, Florida 32611, United States.
authors.forename: Aaron
authors.identifier: 0000-0002-4576-638X
authors.initials: A
authors.lastname: Aponick