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Communication | Regular issue | Vol 27, No. 7, 1988, pp.1599-1602
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4571
Facile Route to 2,3-Disubstituted Chemonones via Chromone-3-carboxaldehyde Activated by Silylation

Hideharu Iwasaki, Takashi Kume, Yosuke Yamamoto, and Kin-ya Akiba*

*Department of Chemistry, Faculty of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8526, Japan


Aldol type condensation of chromone-3-carboxaldehyde (1) with active methylenes in the presenoe of t-butyldimethylsilyl triflate afforded silylated aldol adducts (4), which were further converted to 2,3-disubstituted chromanones by reaction with enol silyl ethers via the corresponding 4-siloxypyrylium salts.