ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Annulated Aminocyclopropane-endo-carbonitriles 11a,b are reductively decyanated by sodium in liquid ammonia with complete retention of configuration. An additionally existing chlorine atom in the starting materials 12a,c-e, thereby, is simulataneously replaced by hydrogen. The preparative advantage of this method is demonstrated by the selective access to 6α-H-isomers 13b and 13e as members of the ensemble of bicyclo[3.1.0]hexanediyl-dimorpholine diastereomers. A strong buckled bicyclohexane unit is present in 3α,6αisomer 13e as indicated by 1H NMR spectroscopy and X-ray structural analysis.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19983400410
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