The cyclization of the ethers of geraniol and nerol under the influence of sulfuric acid or boron trifluoride leads to the formation of theα-cyclo derivative, independent of the configuration of the 6,7-double bond in the acyclic molecule, i.e., it is not stereospecific.
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V. A. Smit, A. V. Semenovskii, T. N. Chernova, and V. F. Kucherov, Izv. AN SSSR, Ser. Khim.,1965, No. 7.
A. V. Semenovskii, V. A. Smit, and V. F. Kucherov, Izv. AN SSSR, Ser. Khim.,1965, No. 8.
E. Müller and W. Rundel, Angew. Chem.,70, 105 (1958).
V. A. Smit, A. V. Semenovskii, and V. F. Kucherov, Izv. AN SSSR, Otd. Khim. Nauk,1962, 470.
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1068–1070, June, 1965
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Semenovskii, A.V., Smit, V.A., Chernova, T.N. et al. Cyclization of ethers of geraniol and nerol. Russ Chem Bull 14, 1026–1028 (1965). https://doi.org/10.1007/BF00845750
- Sulfuric Acid
- Boron Trifluoride