Conclusions
A seven-stage synthesis has given optically active (2R/S, 3S, 7R/S)-2-acetoxy-3,7-dimethylpentadecane from the readily available (S)-(+)-3,7-dimethyl-1,6-octadiene, in an overall yield of 36%. The synthetic route utilizes all ten carbon atoms of the starting chiral diene.
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For previous communication, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1142–1146, May, 1988.
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Hao, N.C., Mavrov, M.V. & Serebryakov, É.P. Terpenes in organic synthesis. 8. Synthesis of optically active (2R/S, 3S, 7R/S)-(-)-diprionyl acetate from (S)-(+)-3,7-dimethyl-1,6-octadiene. Russ Chem Bull 37, 1002–1005 (1988). https://doi.org/10.1007/BF00957079
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DOI: https://doi.org/10.1007/BF00957079