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Reactivity of sugar trityl ethers in trityl—cyanoalkylidene condensation

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Abstract

The reactivity of a series of primary and secondary sugar trityl ethers in tritylcyanoalkylidene condensation has been determined. It was found that the stereoselectivity of glycosylation by this method does not directly depend on the reactivity of the trityl ethers. Based on the results obtained, a stepwise mechanism rather than a concerted mechanism has been chosen as the most probable.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    P. I. Kitov, Yu. E. Tsvetkov, L. V. Backinowsky & N. K. Kochetkov

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  1. P. I. Kitov
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  2. Yu. E. Tsvetkov
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  3. L. V. Backinowsky
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  4. N. K. Kochetkov
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1992–1998, November, 1993.

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Kitov, P.I., Tsvetkov, Y.E., Backinowsky, L.V. et al. Reactivity of sugar trityl ethers in trityl—cyanoalkylidene condensation. Russ Chem Bull 42, 1909–1915 (1993). https://doi.org/10.1007/BF00699016

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  • DOI: https://doi.org/10.1007/BF00699016

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