Bulletin of the Chemical Society of Japan p. 157 - 164 (2004)
Update date:2022-08-16
Topics:
Nakabayashi, Kazuhiro
Ooho, Masato
Niino, Teppei
Kitamura, Tsugio
Yamaji, Teizo
We have synthesized various types of acetals using 3-methyl-3-butenal and 2-alkenyl, furfuryl, benzyl, p-substituted benzyl, and 2-pentynyl alcohols. These acetals have given corresponding aldehydes after an acid catalytic reaction. Trifluoroacetic acid (CF3COOH) was the best catalyst. The best yield attained was 79% when 3-methyl-3-butenal di(trans-2-pentenyl) acetal was used as a substrate. We also demonstrated that this reaction proceeded via a Claisen-Cope rearrangement.
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