Synthesis of a Chiral Hexane-1,6-Dinitrile from D-Glucose |
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Authors: | Ricardo José Alves Joaquin Isac Garcia Alain Olesker Gabor Lukacs |
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Affiliation: | Institut de Chimie des Substances Naturelles du C.N.R.S. , 91198, Gif-sur-Yvette, Cedex, France |
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Abstract: | Abstract Using well-established methodology, D-glucose was transformed into a tribenzoyloxy cyclohexanone oxime derivative. Sodium azide treatment permitted the regiospecific exchange of the benzoyloxy group at a α-position relative to ketone oxime. Under standard Beckmann conditions the α-azido was oxime cleaved to provide an ω-dicyano compound. |
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