Mild Reductive Cleavage of α-Aminoethers

URN to cite this document:: urn:nbn:de:bvb:355-epub-156590
DOI to cite this document:: 10.5283/epub.15659

Lee, D. U. ; Wiegrebe, Wolfgang

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Date of publication of this fulltext: 06 Jul 2010 08:44

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Item type:	Article
Journal or Publication Title:	Archiv der Pharmazie
Publisher:	John Wiley & Sons
Volume:	319
Page Range:	pp. 694-704
Date:	1986
Institutions:	Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe
Dewey Decimal Classification:	500 Science > 540 Chemistry & allied sciences
Status:	Published
Refereed:	Yes, this version has been refereed
Created at the University of Regensburg:	Unknown
Item ID:	15659

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Abstract

l,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinoline (1) is converted by ethyl chloroformate (ECF)/NaBH3CN to 2-[ß-(N-ethoxycarbonyl-N-methyl)aminoethyl]-4,5-dimethoxytoluene (4) via the quaternary urethane 2, The same procedure leads from laudanosine (5) to the dibenzyl derivative 9. The reaction with ECF/NaBH3CN followed by LiAlH4 reduction is a versatile approach to Emde degradation ...