Solid-Phase Synthesis of Tetrahydro-β-carbolines and Tetrahydroisoquinolines by Stereoselective Intramolecular N-Carbamyliminium Pictet-Spengler Reactions

A solid‐phase method for the synthesis of tri‐, tetra‐, and pentacyclic compounds containing tetrahydro‐β‐carboline, tetrahydroisoquinoline or analogous scaffolds is presented. The reaction proceeds with high stereoselectivity through an intermediate N‐carbamyliminium ion that exclusively converts i...

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Veröffentlicht in:	Chemistry : a European journal 2006-10, Vol.12 (31), p.8056-8066
Hauptverfasser:	Diness, Frederik, Beyer, Jürgen, Meldal, Morten
Format:	Artikel
Sprache:	eng
Schlagworte:	Benzaldehydes C-C coupling Carbolines - chemical synthesis Carbolines - chemistry cyclization intramolecular cascade reaction Isoquinolines - chemical synthesis Isoquinolines - chemistry Oxazines - chemistry Oxidation-Reduction solid-phase synthesis Stereoisomerism Tetrahydroisoquinolines - chemical synthesis Tetrahydroisoquinolines - chemistry
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