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Enantioselective Alkyne Conjugate Addition Enabled by Readily Tuned Atropisomeric P,N-Ligands

Sourabh Mishra, Ji Liu and Aaron Aponick*

*Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States, Email:

S. Mishra, J. Liu, A. Aponick, J. Am. Chem. Soc., 2017, 139, 3352-3355.

DOI: 10.1021/jacs.7b00363 (free Supporting Information)

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The use of Me-StackPhos as ligand enables a Cu-catalyzed enantioselective conjugate alkynylation of Meldrum’s acid acceptors. The reaction tolerates a wide range of alkynes furnishing highly useful β-alkynyl Meldrum's acid building blocks in high yields and excellent enantioselectivity.

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Transformations of β-Alkynyl Meldrum’s Acids

Design, Preparation, and Implementation of an Imidazole-Based Chiral Biaryl P,N-Ligand for Asymmetric Catalysis

F. S. P. Cardoso, K. Abboud, A. Aponick, J. Am. Chem. Soc., 2013, 135, 14548-14551.

Key Words

alkynylations, conjugate additions

ID: J48-Y2017