Conversion of secondary furfuryl alcohols and isomaltol into maltol and related. gamma.-pyrones

PD Weeks, TM Brennan, DP Brannegan…

文献索引：Weeks, Paul D.; Brennan, Thomas M.; Brannegan, Daniel P.; Kuhla, Donald E.; Elliot, Mark L.; et al. Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1109 - 1113

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被引用次数: 47

摘要

(14) H. Paulsen, K. Eberstein, and W. Koehernick, Tetrahedron Lett., 4377 (1974). pared in situ from furfuryl alcohol 3 by halogen oxidation/rearrangement as described above, with chlorine or bromine at ice-bath temperature gave a clean conversion to the desired 4-halo-6- hydroxy-2-alkyl-2H-pyran-3-(6H)-ones (8). Although the spectra of isolated 8 could be taken, attempts to obtain highly purified samples of 8 resulted in dehydration to form the dimeric ...