Document Detail


Synthesis studies on the Melodinus alkaloid meloscine.
MedLine Citation:
PMID:  23316092     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The pentacyclic Melodinus alkaloid (±)-meloscine was synthesized in 19 chemical steps from 2-bromobenzaldehyde through a route featuring an allenyl azide cyclization cascade to deliver the core azabicyclo[3.3.0]octane substructure. Peripheral functionalization of this core included a Tollens-type aldol condensation to set the quaternary center at C(20) and a diastereoselective ring closing metathesis to forge the tetrahydropyridine ring.
Authors:
Ken S Feldman; Joshua F Antoline
Publication Detail:
Type:  JOURNAL ARTICLE    
Journal Detail:
Title:  Tetrahedron     Volume:  69     ISSN:  0040-4020     ISO Abbreviation:  Tetrahedron     Publication Date:  2013 Feb 
Date Detail:
Created Date:  2013-1-14     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2984170R     Medline TA:  Tetrahedron     Country:  -    
Other Details:
Languages:  ENG     Pagination:  1434-1445     Citation Subset:  -    
Affiliation:
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.
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