Hydrogen-bond-mediated asymmetric catalysis

Xinhong Yu, Wei Wang

Research output: Contribution to journalReview articlepeer-review

583 Scopus citations

Abstract

The utilization of hydrogen bonding as an activation force has become a powerful tool in asymmetric organocatalysis. Significant advances have been made in the recent past in this emerging field. Due to space constraints, this Focus Review summarizes only the key aspects with an emphasis on catalysis based on chiral ureas and thioureas, diols, and phosphoric acids. The examples provided neatly demonstrate that chiral ureas and thio-ureas, diols, and phosphoric acids display effective and unique activation modes of catalysis for a broad spectrum of asymmetric organic transformations, including single-step and multiple-step cascade reactions. These functionalities, which have the ability to afford efficient H-bond activation of electrophiles including C=O, C=N, aziridines, and epoxides, have established their status as "privileged" functional groups in the design of organocatalysts.

Original languageEnglish (US)
Pages (from-to)516-532
Number of pages17
JournalChemistry - An Asian Journal
Volume3
Issue number3
DOIs
StatePublished - Mar 7 2008
Externally publishedYes

Keywords

  • Asymmetric catalysis
  • Diols
  • Hydrogen bonds
  • Phosphoric acids
  • Ureas

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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