Issue 14, 2019

A Sc(OTf)3 catalyzed Mukaiyama–Mannich reaction of difluoroenoxysilanes with unactivated ketimines

Abstract

An efficient Mukaiyama–Mannich reaction of difluoroenoxysilanes with unactivated ketimines enabled by 5 mol% of Sc(OTf)3 is reported here. This protocol provides expedient access to a series of α,α-difluoro-β-amino ketones possessing a tetrasubstituted carbon center in moderate to high yields (up to 89% yield). Moreover, the Mannich adducts could be easily converted into diversified gem-difluorinated compounds.

Graphical abstract: A Sc(OTf)3 catalyzed Mukaiyama–Mannich reaction of difluoroenoxysilanes with unactivated ketimines

Supplementary files

Article information

Article type
Research Article
Submitted
29 Apr 2019
Accepted
30 May 2019
First published
30 May 2019

Org. Chem. Front., 2019,6, 2500-2505

A Sc(OTf)3 catalyzed Mukaiyama–Mannich reaction of difluoroenoxysilanes with unactivated ketimines

X. Hu, P. Ding, J. Yu and J. Zhou, Org. Chem. Front., 2019, 6, 2500 DOI: 10.1039/C9QO00577C

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