Issue 2, 2023

A Cu-BOX catalysed enantioselective Mukaiyama-aldol reaction with difluorinated silyl enol ethers and acylpyridine N-oxides

Abstract

A Cu(II)/BOX complex catalyses the enantioselective addition of difluorinated silyl enol ethers to acylpyridine N-oxides. The reaction provides difluorinated chiral tertiary alcohols of great interest in medicinal chemistry. These compounds are obtained in moderate to excellent yields and with high enantioselectivities. The stereochemical outcome of the reaction has been explained by DFT calculations.

Graphical abstract: A Cu-BOX catalysed enantioselective Mukaiyama-aldol reaction with difluorinated silyl enol ethers and acylpyridine N-oxides

Supplementary files

Article information

Article type
Paper
Submitted
27 Sep 2022
Accepted
24 Nov 2022
First published
09 Dec 2022
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2023,21, 345-350

A Cu-BOX catalysed enantioselective Mukaiyama-aldol reaction with difluorinated silyl enol ethers and acylpyridine N-oxides

A. Sanz-Marco, D. Esperilla, M. Montesinos-Magraner, C. Vila, M. C. Muñoz, J. R. Pedro and G. Blay, Org. Biomol. Chem., 2023, 21, 345 DOI: 10.1039/D2OB01763F

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