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Decarboxylative Hydroalkylation of Alkynes

Nicholas A. Till, Russell T. Smith and David W. C. MacMillan*

*Merck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States, Email: dmacmillprinceton.edu

N. A. Till, R. T. Smith, D. W. C. MacMillan, J. Am. Chem. Soc., 2018, 140, 5701-5705.

DOI: 10.1021/jacs.8b02834 (free Supporting Information)


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Abstract

A CO2 extrusion, nickel capture, migratory insertion sequence with terminal and internal alkynes provides stereodefined functionalized olefins from carboxylic acids. A hydrogen atom transfer enables even a direct vinylation of unactivated C-H bonds.

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Photoredox α-Vinylation of α-Amino Acids and N-Aryl Amines

A. Noble, D. W. C. MacMillan, J. Am. Chem. Soc., 2014, 136, 11602-11605.


Key Words

allylic amines, pyrrolidines


ID: J48-Y2018