2003•SynthesisRequires access

Selective Access to Secondary Amines by a Highly Controlled Reductive Mono-N-Alkylation of Primary Amines

Sukanta Bhattacharyya, Hephzibah J. Kumpaty, Erik W. Rehr, Amelia M. Gonzalez

Abstract

A selective and direct access to secondary amines is reported by reductive mono-N-alkylation of primary amines in the presence of Ti(i-PrO)4 and NaBH4. Secondary amines are obtained exclusively from a set of carbonyl compounds and primary amines, demonstrating high chemoselectivity toward reductive mono-N-alkylation.

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Key concepts: Chemistry, Alkylation, Primary (astronomy), Chemoselectivity, Reductive amination, Organic chemistry, Combinatorial chemistry, Catalysis