Conclusions
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1.
A study was carried out on the desulfonylation of nerol and Z,E-farnesol hydroxysulfonamides and conditions were found for the removal of the sulfonamide group without migration of the C=C bond and obtaining the corresponding oligoprenols.
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2.
The electrochemical desulfonylation of nerylsulfonamide leads to isogeraniol.
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3.
The treatment of the morpholide of l-phenylthio-4-hydroxy-2-methylbut-2Z-ene-1-sulfonic acid with 2 equivalents of Li in NH3 at -70‡C leads to loss of the phenylsulfide group while 3-methylbut-2-en-1-ol is formed when using excess Li.
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For previous communication, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1562–1568, July, 1983.
The authors express their gratitude to L. I. Kosychenko for carrying out the electrochemical experiment.
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Moiseenkov, A.M., Polunin, E.V. Two-step cis-C5-homologization of prenyl halides. Russ Chem Bull 32, 1412–1417 (1983). https://doi.org/10.1007/BF00954348
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DOI: https://doi.org/10.1007/BF00954348