Preparation of Nitrones by Hydrogenation of 2-(2-Nitro-1-phenylethyl)cyclohexanones

Xiaochen Li; Aina Sakamoto; Rinka Aranaga; Suguru Murakami; Ryosuke Matsubara; Masahiko Hayashi

doi:10.1055/a-2770-5422

Synlett, Table of Contents

Synlett
DOI: 10.1055/a-2770-5422

Letter

Preparation of Nitrones by Hydrogenation of 2-(2-Nitro-1-phenylethyl)cyclohexanones

Authors

Xiaochen Li

¹Department of Chemistry, Kobe University, Kobe, Japan
Aina Sakamoto

²Chemistry, Kobe University, Kobe, Japan
Rinka Aranaga

¹Department of Chemistry, Kobe University, Kobe, Japan
Suguru Murakami

¹Department of Chemistry, Kobe University, Kobe, Japan
Ryosuke Matsubara

²Chemistry, Kobe University, Kobe, Japan
Masahiko Hayashi

³Department of Chemistry, Graduate School of Science, Kobe University, Kobe, Japan

Abstract

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A practical and simple synthetic strategy for the synthesis of nitrones have been developed. Hydrogenation of 2-(2-nitro-1-phenylethyl)cyclohexanone by Pd/C afforded the corresponding nitrones in good to high and in high diastereoselectively. The starting materials, 2-(2-nitro-1-phenylethyl)cyclohexanones were easily prepared by the reaction of substituted cyclohexanones and nitroalkenes in the presence of 10 mol% of pyrrolidine.

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