4.5 Review

Advances in Base-Mediated Post-Ugi Transformations via Peptidyl Anion Trapping

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue 2, Pages 315-333

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202000648

Keywords

base-mediated; post-Ugi transformation; cyclization; peptidyl anion trapping; structural diversity

Funding

  1. SERB, New Delhi [CRG/2018/001897]
  2. ICMR
  3. CSIR

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This mini-review discusses the advances in base-mediated post-Ugi transformations, focusing on the abstraction of an alpha proton adjacent to amide carbonyl in aldehyde-derived Ugi adducts under basic conditions for intramolecular and intermolecular cyclizations. The methodologies are classified based on the peptidyl anion trapping under various reaction conditions, highlighting their importance in synthetic and medicinal chemistry.
Advances in base-mediated post-Ugi transformations are reported and discussed. The minireview encompasses reports showing the abstraction of an alpha proton adjacent to amide carbonyl in aldehyde-derived Ugi adducts under basic conditions to perform intramolecular and intermolecular cyclizations. The methodologies have been broadly classified depending on the peptidyl anion trapping under metal-free, metal-catalyzed, microwave-assisted, and external electrophile-aided reaction conditions. A comprehensive analysis of the methods has been presented, highlighting the importance in synthetic and medicinal chemistry.

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