. alpha.-Nitro ketones. 6. Synthesis and conformation of 2-methyl-2-nitro-, cis-and trans-6-methyl-2-nitro-, and cis-and trans-2, 6-dimethyl-2-nitrocyclohexanones

P Dampawan, WW Zajac Jr

Index: Dampawan, Pimchit; Zajac, Walter W. Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1176 - 1181

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Abstract

Nitration of the most substituted (thermodynamically more stable) enol acetate or trimethylsilyl ether of 2-methylcyclohexanone and the phase-transfer methylation of 2- nitrocyclohexanone serve as methods of preparation of 2-methyl-2-nitrocyclohexanone, whereas nitration of the least substituted enol acetate or trimethylsilyl ether of 2- methylcyclohexanone and methylation of the dianion of 2-nitrocyclohexanone lead to cis- ...