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Silylation of γ,γ-bis(alkoxycarbonyl)-substituted aliphatic nitro compounds: synthesis of N,N-bis(trimethylsilyloxy)aminocyclopropanes*

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Abstract

Silylation of γ,γ-bis(alkyloxycarbonyl)-β-aryl- and γ,γ-bis(alkyloxycarbonyl)-β-alkyl-substituted aliphatic nitro compounds proceeds stereoselectively to give the corresponding N,N-bis(trimethylsilyloxy)aminocyclopropanes in high yields. These compounds can be used as synthetic equivalents of nitrosocyclopropanes.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    V. O. Smirnov, A. A. Tishkov, I. M. Lyapkalo, S. L. Ioffe, V. V. Kachala, Yu. A. Strelenko & V. A. Tartakovsky

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  1. V. O. Smirnov
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  2. A. A. Tishkov
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  3. I. M. Lyapkalo
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  4. S. L. Ioffe
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  5. V. V. Kachala
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  6. Yu. A. Strelenko
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  7. V. A. Tartakovsky
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Smirnov, V.O., Tishkov, A.A., Lyapkalo, I.M. et al. Silylation of γ,γ-bis(alkoxycarbonyl)-substituted aliphatic nitro compounds: synthesis of N,N-bis(trimethylsilyloxy)aminocyclopropanes*. Russian Chemical Bulletin 50, 2433–2440 (2001). https://doi.org/10.1023/A:1015008202038

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  • DOI: https://doi.org/10.1023/A:1015008202038

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