4.8 Article

Hexafluoroisopropanol as the Acid Component in the Passerini Reaction: One-Pot Access to beta-Amino Alcohols

Journal

ORGANIC LETTERS
Volume 20, Issue 13, Pages 3988-3991

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01561

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Funding

  1. Netherlands Organization of Scientific Research (NWO)

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A new Passerini-type reaction in which hexafluoroisopropanol functions as the acid component is reported. The reaction tolerates a broad range of isocyanides and aldehydes, and the formed imidates can be reduced toward beta-amino alcohols under mild and metal-free conditions. In addition, the imidate products were shown to undergo an unprecedented retro-Passerini-type reaction under information about the Passerini reaction and its variations. microwave conditions, providing valuable mechanistic

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