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3,3,6-Trimethyl-2-chlorocyclohexeno[1,2-d]-1,2-oxaphosphol-4-ene-2-oxide as a convenient precursor for the synthesis of dimephosphone analogs

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Abstract

A convenient approach to the synthesis of 3,3,6-trimethyl-2-chlorocyclohexeno[1,2-d]-1,2-oxaphosphol-3-ene-2-oxide was developed based on the reaction of the naturally occurring terpenoketone pulegone with methyl dichlorophosphite. Treatment of oxaphospholene-2-oxide with water or ethanol yielded γ-phosphoryl ketones, dimephosphone analogs. The studied hydrolysis and alcoholysis processes differ in stereoselectivity.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088, Russia

    A. V. Nemtarev, M. E. Shemakhina & V. F. Mironov

  2. Kazan Federal University, Kazan, Tatarstan, Russia

    A. V. Nemtarev, M. E. Shemakhina & V. F. Mironov

Authors
  1. A. V. Nemtarev
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  2. M. E. Shemakhina
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  3. V. F. Mironov
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Correspondence to A. V. Nemtarev.

Additional information

Original Russian Text © A.V. Nemtarev, M.E. Shemakhina, V.F. Mironov, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 4, pp. 691–693.

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Nemtarev, A.V., Shemakhina, M.E. & Mironov, V.F. 3,3,6-Trimethyl-2-chlorocyclohexeno[1,2-d]-1,2-oxaphosphol-4-ene-2-oxide as a convenient precursor for the synthesis of dimephosphone analogs. Russ J Gen Chem 87, 887–889 (2017). https://doi.org/10.1134/S1070363217040387

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  • DOI: https://doi.org/10.1134/S1070363217040387

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