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Synthesis and characterisation of bridged morpholine derivatives fused to a phenanthrene ring system.
- Source :
-
Journal of Chemical Research . Apr2017, Vol. 41 Issue 4, p210-215. 6p. - Publication Year :
- 2017
-
Abstract
- The synthesis of conformationally restricted and facially biased bridged morpholine derivatives fused to a phenanthrene ring system was prepared in a three-step sequence involving: (i) Voight rearrangement; (ii) stereoselective reduction of ketone and (iii) iodine mediated cyclisation, the α-allyl-α-hydroxy-ketones gave the corresponding bridged N-substituted morpholines. One of the bridged morpholine derivatives fused to a phenanthrene ring system was optically active. The NMR spectral analysis and theoretical studies show that substitution on nitrogen prefers exo-orientation, possibly to avoid steric interactions with the phenanthrene moiety. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 17475198
- Volume :
- 41
- Issue :
- 4
- Database :
- Academic Search Index
- Journal :
- Journal of Chemical Research
- Publication Type :
- Academic Journal
- Accession number :
- 122571872
- Full Text :
- https://doi.org/10.3184/174751917X14894997017577