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NMR spectra and stereochemistry of 1,5‐ and 1,6‐disubstituted perhydrooxazolo[3,4‐a] pyridines
Author(s) -
Crabb Trevor A.,
Trethewey Andrew N.
Publication year - 1989
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260270320
Subject(s) - chemistry , alkyl , isopropyl , nuclear magnetic resonance spectroscopy , nmr spectra database , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , proton nmr , medicinal chemistry , spectral line , organic chemistry , physics , astronomy
13 C and 1 H NMR spectroscopy showed that with the exception of r‐1,t‐6,t‐8a‐1‐alkyl‐6‐ethylperhydrooxazolo[3,4‐a] pyridines (alkyl = ethyl, isopropyl) which adopt the O ‐inside cis‐fused conformation, all the other 1 ‐alkyl‐6‐ethyl‐ and 1‐alkyl‐ cis (H‐5, H ‐ 8a) ‐5‐ methyl ‐ perhydrooxazolo [3,4‐a] pyridines adopt trans‐fused conformations (CDCI 3 , 298 K).