Struktur eines O,N-Ketenacetals: (1RS,8SR,10SR)4(15)Z)-4-Aethyliden-5-oxa-3-azatricyclo3,8>tetradecan)

Article abstract of DOI:10.1002/hlca.19800630507

Methods for the preparation of a series of model compounds which were required for stereochemical studies are described: the tricyclic O,N-ketenacetal 1, the two diastereomeric bicyclic amino acids 7 and 10 (see Scheme 2), and the two diastereomeric conformationally fixed tetrahydro-1,3-oxazines (=1,3-oxazines) 9 and 11.An x-ray analysis of racemic 1 reveals a quasi-tetrahedral nitrogen pyramid of the O,N-ketene acetal grouping, and an almost perfect conformational analogy between the N- and C-centered allylic positions at the double bond.