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Configuration and isomerization of 2,4,5-substituted 1,3,2-dioxaborinanes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reaction of esters of isobutylboronic acid with 2-methyl-1-phenyl-1,3 propanediol and 2-benzyl-1,3-butanediol gave 2-isobutyl-5-methyl-4-phenyl- and 4-methyl-5-benzyl-1, 3, 2-dioxaborinanes respectively, with a preponderance of the cis-isomers in the mixtures. Cis-2-isobutyl-5-methyl-4-phenyl-1, 3, 2-dioxaborinane was converted to thetrans isomer on heating to 150°C with a catalytic amount of ZnCl2.

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Authors and Affiliations

  1. A. V. Bogatskyi Physico-chemical Institute, Ukraine National Academy of Sciences, 270080, Odessa

    V. V. Kuznetsov, E. A. Alekseeva & A. I. Gren'

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  1. V. V. Kuznetsov
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  2. E. A. Alekseeva
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  3. A. I. Gren'
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1291–1294, September, 1995.

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Kuznetsov, V.V., Alekseeva, E.A. & Gren', A.I. Configuration and isomerization of 2,4,5-substituted 1,3,2-dioxaborinanes. Chem Heterocycl Compd 31, 1132–1135 (1995). https://doi.org/10.1007/BF01165061

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  • DOI: https://doi.org/10.1007/BF01165061

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