Tetrahedron p. 2855 - 2864 (1988)
Update date:2022-08-11
Topics:
Matsubara, Seijiro
Matsuda, Hiroyuki
Hamatani, Takeshi
Schlosser, Manfred
- The alcoholate-promoted dehydrohalogenation of 5-nonyl fluoride and cyclododecyl fluoride, typical straight-chain and, respectively, medium-size cyclic substrates, leads to cis- and trans-alkenes in an approximate ratio of 1:3.With bulky bases such as lithium diisopropylamide the trans isomer may be obtained almost exclusively.In general, the elimination of hydrogen fluoride proceeds very slowly.Increase of the base strength has only a moderate effect on the rates.Electrophilic assistance as provided by lithium cations in media of low polarity can, however, considerably accelerate the reaction. - Cyclododecyl fluoride cannot be prepared from cyclododecanol.It is, however, readily accessible by bromofluorination of cyclododecene and subsequent reduction of the adduct with stannane.
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(1939)Doi:10.1039/c7gc01749a
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