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Synlett 1994; 1994(11): 955-957
DOI: 10.1055/s-1994-23062
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Regioselective Functionalization of Bis(trimethylsilyl)methylimines with Electrophiles

Alfredo Ricci* , Andrea Guerrini, Giancarlo Seconi, Alessandro Mordini, Thierry Constantieux, Jean-Paul Picard, Jesus-Maria Aizpurua, Claudio Palomo
  • *Dipartimento di Chimica Organica "A. Mangini", Via Risorgimento 4, I-40136 Bologna, Italy.
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Publication Date:
22 March 2002 (online)

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A very good control of the regioselectivity occurs in the deprotonation of imino derivatives of bis(trimethylsilyl) methylamine (BSMA) followed by quenching with electrophiles. Functionalization at C-1, C-3 or C-4 takes place selectively depending on the nature of the electrophile and of the base employed. This methodology provides an entry to a wide class of novel, functionalized, silylated imino derivatives.

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