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Issue 30, 2018

Diverse secondary C(sp3)–H bond functionalization via site-selective trifluoroacetoxylation of aliphatic amines

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Abstract

We describe a coinage-metal-catalyzed site-selective oxidation of secondary C(sp3)–H bonds for aliphatic amine substrates. Broad amine scope, good functional compatibility and late-stage diversification are demonstrated with this method. The steric demand of the β-substituents controlled diastereoselectivities under this catalytic system. The site selectivity favors secondary C(sp3)–H bonds over tertiary ones underscoring the unique synthetic potential of this method.

Graphical abstract: Diverse secondary C(sp3)–H bond functionalization via site-selective trifluoroacetoxylation of aliphatic amines

Supplementary files

Article information


Submitted
19 Apr 2018
Accepted
28 Jun 2018
First published
28 Jun 2018

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2018,9, 6374-6378
Article type
Edge Article

Diverse secondary C(sp3)–H bond functionalization via site-selective trifluoroacetoxylation of aliphatic amines

Y. Tang, Y. Qin, D. Meng, C. Li, J. Wei and M. Yang, Chem. Sci., 2018, 9, 6374 DOI: 10.1039/C8SC01788C

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