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

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 ?-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.

SUBMITTER: Tang Y

PROVIDER: S-EPMC6115674 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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

Tang Yongzhen Y Qin Yuman Y Meng Dongmei D Li Chaoqun C Wei Junfa J Yang Mingyu M

Chemical science 20180628 30

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. ...[more]

PMID: 30310565

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