Title
Chemoselective Reductive Alkylation of Ammonia with Carbonyl Compounds: Synthesis of Primary and Symmetrical Secondary Amines
Document Type
Article
Publication Date
2-2004
Publication Source
Tetrahedron
Abstract
An efficient, general procedure for highly chemoselective reductive mono-alkylation of ammonia with ketones is reported. Treatment of ketones with ammonia in ethanol and titanium(IV) isopropoxide, followed by in situ sodium borohydride reduction, and a straightforward workup afforded primary amines in good to excellent yields. Reductive alkylation of ammonia with aldehydes, on the other hand, afforded the corresponding symmetrical secondary amines selectively.
Inclusive pages
1463–1471
ISBN/ISSN
0040-4020
Copyright
Copyright © 2003, Elsevier
Publisher
Elsevier
Volume
60
Issue
7
Peer Reviewed
yes
eCommons Citation
Miriyala, Bruhaspathy; Bhattacharyya, Sukanta; and Williamson, John S., "Chemoselective Reductive Alkylation of Ammonia with Carbonyl Compounds: Synthesis of Primary and Symmetrical Secondary Amines" (2004). Office for Research Publications and Presentations. 23.
https://ecommons.udayton.edu/ofr_pub/23
COinS
Comments
Permission documentation is on file.