Synthesis of N-acyl-N,O-acetals mediated by titanium ethoxide

Min Li, Bingling Luo, Qi Liu, Yumin Hu, A. Ganesan, Peng Huang, Shijun Wen

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    34 Citations (Scopus)

    Abstract

    N-Acyl-N,O-acetals are present in a number of bioactive natural products, and this unusual functional group can act as a synthetic precursor to unstable reactive N-acylimines. In this paper, a variety of N-acyl-O-ethyl-N,O-acetals was concisely prepared under mild conditions mediated by titanium ethoxide (Ti(OEt)4). The method also offers a new strategy to make other O-alkyl-N,O-acetals. Furthermore, this strategy was extended to the synthesis of an analogue of the natural product turtschamide.
    Original languageEnglish
    Pages (from-to)10-13
    Number of pages4
    JournalOrganic Letters
    Volume16
    Issue number1
    Early online date5 Dec 2013
    DOIs
    Publication statusPublished - 3 Jan 2014

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