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Ligand-assisted palladium-catalyzed C-H alkenylation of aliphatic amines for the synthesis of functionalized pyrrolidines.

ABSTRACT: The development of a ligand-assisted Pd-catalyzed C-H alkenylation of aliphatic amines is reported. Our studies indicated that an amino-acid-derived ligand renders the C-H bond activation step reversible and promotes the traditionally difficult alkenylation process. The C(sp³)-H alkenylation proceeds through a 5-membered-ring cyclopalladation pathway that allows access to complex aliphatic heterocycles that could be useful to practioners of synthetic and medicinal chemistry.

SUBMITTER: He C

PROVIDER: S-EPMC6092717 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Ligand-assisted palladium-catalyzed C-H alkenylation of aliphatic amines for the synthesis of functionalized pyrrolidines.

He Chuan C Gaunt Matthew J MJ

Chemical science 20170223 5

The development of a ligand-assisted Pd-catalyzed C-H alkenylation of aliphatic amines is reported. Our studies indicated that an amino-acid-derived ligand renders the C-H bond activation step reversible and promotes the traditionally difficult alkenylation process. The C(sp<sup>3</sup>)-H alkenylation proceeds through a 5-membered-ring cyclopalladation pathway that allows access to complex aliphatic heterocycles that could be useful to practioners of synthetic and medicinal chemistry. ...[more]

PMID: 30155203

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