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Synthesis of 11-hydroxydrim-8(9)-en-7-one and 11,12-dihydroxydrim-8(9)-en-7-one from drim-8(9)-en-7-one

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

A synthetic route to 11-hydroxydrim-8(9)-en-7-one and 11,12-hydroxydrim-8(9)-en-7-one, valuable key intermediates for the preparation of naturally occurring biologically active drimanic sesquiterpenoids, starting from easily available drim-8(9)-en-7-one was developed. 11-Hydroxydrim-8(9)-en-7-one was obtained by peracidic oxidation of the enol acetate of drim-8(9)-en-7-one. 11,12-Dihydroxydrim-8(9)-en-7-one was synthesized from drim-8(9)-en-7-one by two routes, namely, by a five-step procedurevia 11-hydroxydrim-8(9)-en-7-one and by bromination of drim-8(9)-en-7-one with NBS to give 11,12-dibromodrim-8(9)-en-7-one followed by its acetoxylation and deacetylation.

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Authors and Affiliations

  1. Institute of Chemistry, Academy of Sciences of Republic of Moldova, 3 str. Academiei, MD-2028, Chişinâu, Republic of Moldova

    P. F. Vlad, D. P. Popa, E. C. Gorincioi, M. N. Coltsa & G. N. Mironov

Authors
  1. P. F. Vlad
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  2. D. P. Popa
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  3. E. C. Gorincioi
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  4. M. N. Coltsa
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  5. G. N. Mironov
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Deceased

Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 95–98, January, 2000.

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Vlad, P.F., Popa, D.P., Gorincioi, E.C. et al. Synthesis of 11-hydroxydrim-8(9)-en-7-one and 11,12-dihydroxydrim-8(9)-en-7-one from drim-8(9)-en-7-one. Russ Chem Bull 49, 98–101 (2000). https://doi.org/10.1007/BF02499072

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  • DOI: https://doi.org/10.1007/BF02499072

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