Diastereoselective C-H carbonylative annulation of aliphatic amines: a rapid route to functionalized γ-lactams.
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Publication Date
2018-10-21Journal Title
Chem Sci
ISSN
2041-6520
Publisher
Royal Society of Chemistry (RSC)
Volume
9
Issue
39
Pages
7628-7633
Language
eng
Type
Article
Physical Medium
Electronic-eCollection
Metadata
Show full item recordCitation
Png, Z. M., Cabrera-Pardo, J. R., Peiró Cadahía, J., & Gaunt, M. J. (2018). Diastereoselective C-H carbonylative annulation of aliphatic amines: a rapid route to functionalized γ-lactams.. Chem Sci, 9 (39), 7628-7633. https://doi.org/10.1039/c8sc02855a
Abstract
A palladium(ii)-catalysed C(sp3)-H carbonylation of free(NH) secondary aliphatic amines to 2-pyrrolidinones is described. A correlation between the nature of the carboxylate ligand and the diastereoselectivity and yield of the process was observed. As such, under these optimal conditions a range of aliphatic amines were converted to the corresponding trans-4,5-disubstituted 2-pyrrolidines with good d.r. and yield.
Sponsorship
EPSRC (EP/N031792/1)
Royal Society (Wolfson Award)
Agency for Science Technology and
Research (A*STAR, Singapore)
H2020-MSCA for an International Incoming Fellowship
Funder references
Engineering and Physical Sciences Research Council (EP/N031792/1)
The Royal Society (wm140104)
European Commission (655856)
Identifiers
External DOI: https://doi.org/10.1039/c8sc02855a
This record's URL: https://www.repository.cam.ac.uk/handle/1810/285642
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