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


Type
Article
Change log
Authors
He, C 
Gaunt, MJ 
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.

Description
Keywords
0305 Organic Chemistry
Journal Title
Chemical Science
Conference Name
Journal ISSN
2041-6520
2041-6539
Volume Title
8
Publisher
Royal Society of Chemistry
Sponsorship
Engineering and Physical Sciences Research Council (EP/I00548X/1)
European Research Council (259711)
European Commission (656812)
We are grateful to EPSRC (EP/100548X/1 for C. H. & M. J. G.), ERC (ERC-STG-259711 to M. J. G.) and the Marie Curie Foundation (C. H.) for funding.