Struktur eines O, N-Ketenacetals: (1 RS, 8 SR, 10 SR, 4(15)Z)-4-äthyliden-5-oxa-3-azatricyclo [8.4.0.03,8]tetradecan†

Structure of a O,N-Keteneacetal: (1RS, 8SR, 10SR, 4(15)Z)-4-Ethylidene-5-oxa-3-azatricyclo [8.4.0.03,8]tetradecane1 Methods for the preparation of a series of model compounds which were required for stereochemical studies are described: the tricyclic O, N-keteneacetal 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-oxazixanes) 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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