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ChemInform Abstract: Novel Conversion of Perfluoro(2,6-dimethyl-1-azacyclohexene) to 3,3,4,4,5-Pentafluoro-2,6-diphenyl-2,6-bis (trifluoromethyl)-1-azabicyclo[3.1.0]hexane.

โœ Scribed by R. Eric Banks; Mohamed K. Besheesh; Nicholas J. Lawrence; Robin G. Pritchard; David J. Tovell


Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
30
Category
Article
ISSN
0931-7597

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โœฆ Synopsis


Novel

Conversion of Perfluoro(2,6-dimethyl-1-azacyclohexene) to 3,3,4,4,5-Pentafluoro-2,6-diphenyl-2,6-bis (trifluoromethyl)-1azabicyclo[3.1.0]hexane.

-Treatment of perfluoro-azacyclohexene (I) with 2 equiv.

of phenyllithium (V) in a cyclohexane/Et 2 O mixture provides access to azabicyclohexane (VI) in good yield. The nitranion implicated in this novel conversion can be trapped with sulfuric acid giving cis-2,6-diphenylpiperidine, the analogous product to (III) formed from (I) and


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ChemInform Abstract: trans-3,5-Diphenyl-
โœ P. G. JONES; A. WEINKAUF ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 25 KB

1997 structure structure (organic substances) K 9000 38 -036 trans-3,5-Diphenyl-1,4,2,6-oxathiadiphosphorinane-3,5-dione. -X-Ray structure determination of title compound (I) reveals trans disposition of the phenyl substituents and distorted chair conformation of the heterocycle.