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Synthesis of Hemiaminals and Hemiaminal ethers

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Unusual N-Acyl-N,O-acetals are present in a number of bioactive natural products and  can act as a synthetic precursor to unstable reactive N-acylimines. Various N-acyl-N,O-acetals can be 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.
M. Li, B. Luo, Q. Liu, Y. Hu, A. Ganesan, P. Huang, S. Wen, Org. Lett., 2014, 16, 10-13.