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A One-Pot Selective Synthesis of N-Boc Protected Secondary Amines: Tandem Direct Reductive Amination/N-Boc Protection
Authors:Neelarapu Raghupathi  Petukhov Pavel A
Affiliation:Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833, S. Wood Street, Chicago, IL-60612, USA.
Abstract:A one-pot tandem direct reductive amination of aldehydes with primary amines resulting in N-Boc secondary amines using a (Boc)(2)O/sodium triacetoxyborohydride (STAB) system is reported. The tandem procedure is efficient, selective, and versatile, giving excellent yields of N-Boc protected secondary amines even in those cases where the products are prone to intramolecular lactamization.
Keywords:Direct reductive amination  Secondary amines  Sodium triacetoxyborohydride  Tandem reaction
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