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Synthesis 2006(2): 285-292
DOI: 10.1055/s-2005-918515
DOI: 10.1055/s-2005-918515
PAPER
© Georg Thieme Verlag Stuttgart · New York
Stereoselective Synthesis of 3,6-Disubstituted 1,2-Diaminocyclohexanes through Ring-Closing Metathesis of 4,5-Diamino-1,7-octadiene Derivatives
Further Information
Received
30 June 2005
Publication Date:
21 December 2005 (online)
Publication History
Publication Date:
21 December 2005 (online)
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Abstract
3,6-Disubstituted 4,5-di[(S)-1-phenylethylamino]-1,7-octadienes with different configurations at the carbon stereocenters were protected as dihydrochlorides or cyclic phosphorous diamides and then converted into (1R,2R)-3,6-disubstituted 1,2-diaminocyclohexanes through ruthenium-catalyzed ring-closing metathesis and subsequent hydrogenolysis-hydrogenation steps.
Key words
catalysis - cyclization - diamines - metathesis - ruthenium
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