ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Structure of a O,N-Keteneacetal: (1RS, 8SR, 10SR, 4(15)Z)-4-Ethylidene-5-oxa-3-azatricyclo [8.4.0.03,8]tetradecaneDie C-Atome der äthylidenseitenkette der Titelverbindung 1 sind als C(15) und C(16) (s. Fig. 1) statt systematisch als C(1′) und C(2′) gekennzeichnet. Verbindung 1 kann auch als kondensiertes heterocyclisches Ringsystem benannt werden: 1-äthyliden-perhydro[1,3]oxazixino-[3,4-b]isochinolin.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.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19800630507
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