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Cyclopropanecarbaldehyde with two protected hydroxymethyl groups

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Abstract

3,5-Dioxabicyclo[5.1.0]octane-8-carbaldehyde was synthesized in three steps, including initial stereoselective exo-cyclopropanation of 1,3-dioxacyclohept-5-ene with ethyl diazoacetate. The subsequent phosphorylation according to Abramov and Kabachnik-Fields gave the corresponding α-hydroxy(acetoxy)- and α-aminocyclopropylmethylphosphonates with protected hydroxymethyl moieties at the three-membered ring.

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Authors and Affiliations

  1. Butlerov Chemical Institute, Kazan State University, P.O. Box 115, Kazan, 420111, Tatarstan, Russia

    B. A. Baimashev, V. Yu. Fedorenko, A. M. Polozov, Yu. G. Shtyrlin & E. N. Klimovitskii

Authors
  1. B. A. Baimashev
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  2. V. Yu. Fedorenko
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  3. A. M. Polozov
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  4. Yu. G. Shtyrlin
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  5. E. N. Klimovitskii
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Additional information

Original Russian Text © B.A. Baimashev, V.Yu. Fedorenko, A.M. Polozov, Yu.G. Shtyrlin, E.N. Klimovitskii, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 6, pp. 912–915.

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Baimashev, B.A., Fedorenko, V.Y., Polozov, A.M. et al. Cyclopropanecarbaldehyde with two protected hydroxymethyl groups. Russ J Org Chem 43, 911–914 (2007). https://doi.org/10.1134/S107042800706019X

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  • DOI: https://doi.org/10.1134/S107042800706019X

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