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Synthesis from l-menthol of optically active macroheterocycles containing ester, azine, or hydrazide groups

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Chemistry of Natural Compounds Aims and scope

A synthesis of optically pure methyl- and isopropyl-branched 21-, 22-, 28-, and 29-membered azinodiesters and diesterdihydrazides from l-menthol using [2 + 1]-condensation of (6R)-8-hydroxy-2,6-dimethyloctan3-one and glutaric and adipic acid chlorides and [1 + 1]-reaction of the intermediate diketodiesters with hydrazine hydrate and glutaric acid dihydrazide was developed.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, 450054, Ufa, prosp. Oktyabrya, 71, Russia

    G. Yu. Ishmuratov, G. R. Mingaleeva, O. O. Shakhanova, R. R. Muslukhov, E. M. Vyrypaev & A. G. Tolstikov

Authors
  1. G. Yu. Ishmuratov
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  2. G. R. Mingaleeva
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  3. O. O. Shakhanova
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  4. R. R. Muslukhov
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  5. E. M. Vyrypaev
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  6. A. G. Tolstikov
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Corresponding author

Correspondence to G. Yu. Ishmuratov.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 191–194, March–April, 2011.

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Ishmuratov, G.Y., Mingaleeva, G.R., Shakhanova, O.O. et al. Synthesis from l-menthol of optically active macroheterocycles containing ester, azine, or hydrazide groups. Chem Nat Compd 47, 206–209 (2011). https://doi.org/10.1007/s10600-011-9883-7

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  • DOI: https://doi.org/10.1007/s10600-011-9883-7

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