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Convenient preparation of cyclic acetals, using diols, TMS-source, and a catalytic amount of TMSOTf
Masaaki Kurihara1, Wataru Hakamata
1Division of Organic Chemistry, National Institute of Health Sciences, Setagaya-ku, Tokyo 158-8501, Japan. masaaki@nihs.go.jp
The Journal of Organic Chemistry
|April 26, 2003
Abstract:
With use of diol, alkoxysilane, and a catalytic amount of trimethylsilyl trifluoromethanesulfonate (TMSOTf), carbonyl compounds are converted to acetals in good yields under mild conditions. This procedure, which was carried out without synthesizing the silylated diols, is a more convenient adaptation of Noyori's method. This acetalization applies to not only simple but also conjugated carbonyl compounds. Moreover, various TMS compounds, including solid supported compounds, are effective for this method instead of alkoxylsilane.