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

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.

Key Words

mono-N-alkylation - secondary amines - titanium(IV) isopropoxide - sodium borohydride

References

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15

The work was presented in part, by Kumpaty, H.; Rehr, E. W.; Bhattacharyya, S.; Gonzalez, A. Riege, J. A.; 219th ACS National Meeting; ACS: San Francisco, CA, March 2000; paper CHED-295.