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Ligand-Controlled Diastereoselective 1,3-Dipolar Cycloadditions of Azomethine Ylides with Methacrylonitrile.
- Source :
-
Organic letters [Org Lett] 2015 Dec 18; Vol. 17 (24), pp. 6166-9. Date of Electronic Publication: 2015 Nov 25. - Publication Year :
- 2015
-
Abstract
- Copper-catalyzed reactions of glycine ester arylimines and methacrylonitrile provide selective access to either the endo or exo pyrrolidine cycloadducts. DFT calculations have elucidated the origins of ligand-controlled diastereoselectivity.
- Subjects :
- Catalysis
Combinatorial Chemistry Techniques
Copper chemistry
Cycloaddition Reaction
Glycine analogs & derivatives
Glycine chemistry
Ligands
Molecular Structure
Pyrrolidines chemical synthesis
Pyrrolidines chemistry
Stereoisomerism
Azo Compounds chemistry
Methacrylates chemistry
Nitriles chemistry
Thiosemicarbazones chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 17
- Issue :
- 24
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 26605985
- Full Text :
- https://doi.org/10.1021/acs.orglett.5b03171