Asymmetric catalytic ketimine mannich reactions and related transformations

Changgong Xu, Carlyn Reep, Jamielyn Jarvis, Brandon Naumann, Burjor Captain, Norito Takenaka

Research output: Contribution to journalReview articlepeer-review

3 Scopus citations

Abstract

The catalytic enantioselective ketimine Mannich and its related reactions provide direct access to chiral building blocks bearing an α-tertiary amine stereogenic center, a ubiquitous structural motif in nature. Although ketimines are often viewed as challenging electrophiles, various approaches/strategies to circumvent or overcome the adverse properties of ketimines have been developed for these transformations. This review showcases the selected examples that highlight the benefits and utilities of various ketimines and remaining challenges associated with them in the context of Mannich, allylation, and aza-Morita–Baylis–Hillman reactions as well as their variants.

Original languageEnglish (US)
Article number712
JournalCatalysts
Volume11
Issue number6
DOIs
StatePublished - Jun 2021

Keywords

  • Asymmetric catalysis
  • Aza-Morita–Baylis–Hillman
  • Ketimine Mannich
  • Ketimine allylation
  • α-tertiary amine
  • β-amino carbonyl

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry

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