Abstract
In this study, six-membered N-acyliminium ions were generated by the “indirect cation pool” method and reacted with several nucleophiles. These reactions afforded disubstituted piperidine derivatives with high diastereoselectivities and good to excellent yields. The conformations of the obtained N-acyliminium ions were studied by low temperature NMR analyses and DFT calculations and were found to be consistent with the Steven’s hypothesis.
Original language | English |
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Pages (from-to) | 1192-1202 |
Number of pages | 11 |
Journal | Beilstein Journal of Organic Chemistry |
Volume | 14 |
DOIs | |
Publication status | Published - May 24 2018 |
Keywords
- Cation pool
- Conformation
- Electroorganic synthesis
- N-acyliminium ion
- NMR analysis
- Piperidine
ASJC Scopus subject areas
- Organic Chemistry