ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Upon treatment with oxalyl chloride followed by reaction with the appropriate nucleophile, the 3-carbamoyl-benzodiazepines 6, 7 and 8 were converted stereospecifically to the tricyclic compounds 12, 13, 14, 16 and 19. Epimerization of 19 in presence of p-toluenesulfonic acid led to 21. The stereochemistry of these tricyclic compounds and of some of their N(2)-alkyl derivatives (22-31) has been established by NMR. spectroscopy. Under proper reaction conditions, attack by bases on the tricyclic esters 13 and 26 was shown to cause an inversion of the chiral center C(11a) and to yield stereospecifically rearranged products, e.g. 23 from 26 and 33 from 13.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19730560742
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