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Synthesis of (4aR,9aS,9bR)- and (4aR,9aS,9bS)-4a,6,6,9a-tetramethyl-trans-perhydroindano[2,1-c]pyrans

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

C(9b)-Epimeric (4aR,9aS)-4a,6,6,9a-tetramethyl-trans-perhydroindano[2,1-c]pyrans, which have the odor of ambergris, were synthesized by dehydration of the corresponding glycols. It was established that a mixture of epimeric [with respect to C(3a)] (8aS,8bR)-5,5,8a-trimethyl-3a-ethyl-trans-perhydroindano[2,1-b]furans is formed along with a trans-perhydroindano[2,1-c]pyran derivative in the acidic dehydration of (1R,2R,7aS)-2,4,4,7a-tetramethyl-1-(2-hydroxyethyl)-2-hydroxymethy1-trans-hydrindan.

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Authors and Affiliations

  1. Institute of Chemistry, Academy of Sciences of the Moldavian SSR, 277028, Kishinev

    P. F. Vlad & N. D. Ungur

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  1. P. F. Vlad
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  2. N. D. Ungur
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 309–314, March, 1983.

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Vlad, P.F., Ungur, N.D. Synthesis of (4aR,9aS,9bR)- and (4aR,9aS,9bS)-4a,6,6,9a-tetramethyl-trans-perhydroindano[2,1-c]pyrans. Chem Heterocycl Compd 19, 247–252 (1983). https://doi.org/10.1007/BF00513253

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  • DOI: https://doi.org/10.1007/BF00513253

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