4.7 Article

Super Bronsted acid catalysis

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 11, Pages 3043-3056

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0cc04867d

Keywords

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Funding

  1. NIH [GM086145-02S1]
  2. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [P50GM086145] Funding Source: NIH RePORTER

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Bronsted acid catalysis has emerged as a new class of catalysis in modern organic synthesis. However, in order to make the utility of the Bronsted acid catalysis as broad as the well-developed Lewis acid catalysis, it is desirable to develop Bronsted acids demonstrating both high reactivities and selectivities. In this feature article, we will present our achievement in the design and development of strong Bronsted acids and their application to organic reactions. Furthermore, we will describe the Tf2NH-catalyzed Mukaiyama aldol reaction of super silyl enol ethers. We also will highlight the differences in reactivity and chemo- and stereo-selectivity between Bronsted and Lewis acid catalysis.

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