Helvetica Chimica Acta p. 1158 - 1175 (1980)
Update date:2022-08-04
Topics:
Kuemin, Albin
Maverick, Emily
Seiler, Paul
Vanier, Noel
Damm, Lorenz
et al.
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.
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