articleJournal of the American Chemical SocietyMay 2, 2012Closed access

Catalytic Asymmetric α-Acylation of Tertiary Amines Mediated by a Dual Catalysis Mode: N-Heterocyclic Carbene and Photoredox Catalysis

Colorado State University

PubMed
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Abstract

Cross-coupling reactions are among the most widely utilized methods for C-C bond formation; however, the requirement of preactivated starting materials still presents a major limitation. Methods that take direct advantage of the inherent reactivity of the C-H bond offer an efficient alternative to these methods, negating the requirement for substrate preactivation. In this process, two chemically distinct activation events culminate in the formation of the desired C-C bond with loss of H(2) as the only byproduct. Herein we report the catalytic asymmetric α-acylation of tertiary amines with aldehydes facilitated by the combination of chiral N-heterocyclic carbene catalysis and photoredox catalysis.

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569
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Authors

2

Topics & keywords

Keywords
  • Chemistry
  • Carbene
  • Acylation
  • Catalysis
  • Photoredox catalysis
  • Reactivity (psychology)
  • Combinatorial chemistry
  • Organocatalysis
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