Heterocycles p. 273 - 278 (1991)
Update date:2022-08-02
Topics:
Sera, Akira
Iwasaki, Yasuji
Umeda, Michio
Itoh, Kuniaki
Cycloadditions of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene (1) with halogenated carbonyl compounds (2) yielded corresponding substituted tetrahydro- and/or dihydropyran-4-ones (3 and/or 4).Lewis acids were found to be effective as catalysts.Reactions with less reactive carbonyl compounds (2c,d) afforded p-hydroxyacetophenone (5) produced by cyclodimerization of 1.Stereochemistry of the adducts was deduced by 1H nmr spectroscopy.
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Doi:10.1039/c1ob05722g
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(1991)
