Synthesis of (-)-N-acetylslaframine by C-1, C-5 bis-hydroxyalkylation of (5)-2-(N,N-dibenzylamino)-1,5-pentanediol via highly diastereoselective lithiation of the dicarbamate

Synthesis

Volumn , Issue 13, 2007, Pages 1984-1994

  Hoppe, Dieter ^a   Padeken, Lars ^a   Gottschalk, Karin ^a   Guarnieri, Walter ^a   Fröhlich, Roland ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

( ) sparteine; Chiral 2 amino 1 alkanediols; Diastereoselectivity; Indolizidines; Lithiated dicarbamates

Indexed keywords

ALKANEDIOLS; DIASTEREOSELECTIVITY; INDOLIZIDINES; LITHIATED DICARBAMATES; SPARTEINE;

CARBONATES; CYCLIC VOLTAMMETRY; LITHIUM COMPOUNDS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

AMINES;

2 (N,N DIBENZYLAMINO) 1,5 PENTANEDIOL; 2 (N,N DIBENZYLAMINO) 5 PENTANE 1,5 DIYL BIS(2,2,4,4 TETRAMETHYL 1,3 OXAZOLIDINE 3 CARBOXYLATE); 2 (N,N DIBENZYLAMINO) 5 PENTANE 1,5 DIYL BIS(N,N DIISOPROPYLCARBAMATE); CARBAMIC ACID DERIVATIVE; GLUTARIC ACID; N ACETYLSLAFRAMINE; SLAFRAMINE; UNCLASSIFIED DRUG;

ACETYLATION; ALKYLATION; ARTICLE; CARBONYLATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; DEBENZYLATION; HYDROGENATION; HYDROGENOLYSIS; LITHIATION; MELTING POINT; METHYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SUBSTITUTION REACTION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 34447532149     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-983724     Document Type: Article

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