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  • Title: Use of N-allylidene-1,1-diphenylethanamine as a latent acrolein synthon in the double nucleophilic addition reaction of ketene silyl (Thio)acetals and allylborolanes.
    Author: Shimizu M, Kawanishi M, Mizota I, Hachiya I.
    Journal: Org Lett; 2010 Aug 20; 12(16):3571-3. PubMed ID: 20704395.
    Abstract:
    In the presence of silica gel and water, a mixture of ketene silyl acetals and 2-allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane underwent 1,4- and subsequently 1,2-addition with N-allylidene-1,1-diphenylethanamine to give delta-hydroxyesters in good yields, where the allylideneamine was successfully used as an acrolein equivalent.
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