New N-acyl, N-alkyl, and N-bridged derivatives of rac-6,6′,7,7′-tetramethoxy-1,1′,2,2′,3,3′,4,4′-octahydro-1,1′-bisisoquinoline

The preparation of potential new ligand systems based on the rac-1,1′,2,2′,3,3′,4,4′-octahydro-6,6′,7,7′-tetramethoxy-1,1′-bisisoquinoline skeleton has been investigated. Syntheses of N-(2-bromobenzyl), N-(3-acetoxybenzyl), N-acetyl, N-chloroacetyl, N-chlorocarbonyl, N-ethoxycarbonyl and N- tert-but...

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Bibliographic Details
Published in:Tetrahedron 2003-01, Vol.59 (4), p.461-472
Main Authors: Busato, Stephan, Craig, Donald C, Judeh, Zaher M.A, Read, Roger W
Format: Article
Language:English
Subjects:
1,1′-bisisoquinolines
asymmetric reduction
crown ethers
ligands
macrocycles
NMR spectroscopy
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Summary:The preparation of potential new ligand systems based on the rac-1,1′,2,2′,3,3′,4,4′-octahydro-6,6′,7,7′-tetramethoxy-1,1′-bisisoquinoline skeleton has been investigated. Syntheses of N-(2-bromobenzyl), N-(3-acetoxybenzyl), N-acetyl, N-chloroacetyl, N-chlorocarbonyl, N-ethoxycarbonyl and N- tert-butyloxycarbonyl derivatives and five macrocyclic, polyether containing derivatives are described. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(02)01535-1