The reductive cleavage of cyclic aminol ethers to N,N-dialkylaminoderivatives: Modifications to the Eschweiler-Clarke procedure

Bulman Page, Philip C., Heaney, Harry, Rassias, Gerasimos A., Reignier, Serge, Sampler, Edward P. and Talib, Salem (2000) The reductive cleavage of cyclic aminol ethers to N,N-dialkylaminoderivatives: Modifications to the Eschweiler-Clarke procedure. Synlett (1). pp. 104-106. ISSN 0936-5214

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Abstract

The reductive cleavage of cyclic aminol ethers to give N-alkylamino- derivatives in very high yields can be achieved using chlorotrimethylsilane in the presence of sodium cyanoborohydride: in the case of cyclic aminol ethers derived from formaldehyde the Eschweiler-Clarke reaction can be carried out in formic acid heated under reflux in the absence of formaldehyde.

Item Type: Article
Uncontrolled Keywords: ring opening,chlorotrimethylsilane,secondary,1,sodium cyanoborohydride,asymmetric-synthesis,reductive,3-oxazolidines,chiral heterocycles,aminol ethers
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Rachel Smith
Date Deposited: 21 Jun 2011 11:42
Last Modified: 28 Jun 2020 23:39
URI: https://ueaeprints.uea.ac.uk/id/eprint/32811
DOI:

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