Hexafluoroisopropanol As the Acid Component in the Passerini Reaction: One-Pot Access to β-Amino Alcohols

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2018 Jun 16

PMID 29906122

Citations 6

Authors

Jordy M Saya

Rayan Berabez

Pim Broersen

Imme Schuringa

Art Kruithof

Romano V A Orru

Eelco Ruijter

Affiliations

Soon will be listed here.

Abstract

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 β-amino alcohols under mild and metal-free conditions. In addition, the imidate products were shown to undergo an unprecedented retro-Passerini-type reaction under microwave conditions, providing valuable mechanistic information about the Passerini reaction and its variations.

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