Abstract
Carboxylic acids containing the dichlorocyclopropane ring system react with lithium naphthalene to give dechlorinated products. For example, from the reaction of 9,10-dichloromethylene octadecanoic acid and lithium naphthalene, a mixture of 9,10-nonadecadienoic acid as a main product and unidentified minor products were obtained.
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Joshii, G.C., N.S. Ingh and L.M. Pande, Tetrahedron Lett. 15:1461(1972).
Hiyama, T., H. Sawada, M. Tsukanaka and H. Nozaki, Ibid. 34:3013 (1975).
Crozet, M.P., J.M. Surzur, R. Janffred and C. Ghiglione, Ibid. 33:3077 (1979).
Gardner, P.D., and M. Narayama, J. Org. Chem. 26:3518 (1961).
Mühlstadt, J., and J. Graefe, Chem. Ber. 100:223 (1967).
von Doering, W., and P.M.L. Flumme, Tetrahedron Lett. 2:25 (1958).
Hiyama, T., T. Mishima, K. Kitatani and H. Nozaki, Ibid. 37:3297(1974).
Fieser, M., and L. Fieser, Reagents for Organic Synthesis, Vol. 2, Wiley-Interscience, New York, NY, 1969, P. 228.
Ahmad, M.S., Jr., and S.M. Osman, JAOCS 57:363 (1980).
Starks, C.M., and C. Liotta, Phase Transfer Catalysis, Academic Press, New York, NY, 1978, p. 232.
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Watanabe, S., Fujita, T., Suga, K. et al. Reaction of lithium naphthalene with carboxylic acids containing the dichlorocyclopropane ring system. J Am Oil Chem Soc 59, 197–199 (1982). https://doi.org/10.1007/BF02680277
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DOI: https://doi.org/10.1007/BF02680277