alpha -Nitroketones. 3. Stereochemistry of the nitration of 1-acetoxycyclohexenes: synthesis of 2-nitrocyclohexanones.
The nitration of enol acetates of substituted cyclohexanones in Ac2O at 15 Deg with concd. HNO3 is a kinetically controlled process which can lead to cis-trans-substituted 2-nitrocyclohexanones in very good yields. The stereochem. of the reaction is controlled by the transition-state geometry which...
|Journal Title:||Journal of Organic Chemistry Vol. 46; no. 15; pp. 3082 - 3087|
|Authors:||Walter W. Zajac, Hadi Oezbal|
|Application Date:||Dep. Chem.,Villanova Univ.,Villanova,PA,USA.|