Steric structure of esters of lupinine and N-(β-hydroxyethyl)anabasine
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The IR and NMR spectra of four series of compounds were taken, which were synthesized from lupinine and N-(β-hydroxyethyl)anabasine.
The trans-configuration of lupinine, with an axial OR group, does not change when alkyl or aryl radicals are introduced into the molecule.
For N-(β-hydroxyethyl)anabasine derivatives the isomer with an equatorial exterior substituent, and an axial direction of the unshared electron pair on the nitrogen atom, predominates.
Preferred conformations were proposed for lupinine and N-(β-hydroxyethyl)anabasine derivatives.
KeywordsNitrogen Ester Nitrogen Atom Axial Direction Electron Pair
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