Enantioselective Construction of Cyclic Quaternary Centers:  (−)-Mesembrine

The preparation of the crystalline amide 2 is reported. Conjugate addition to 2 proceeded with the expected high diastereocontrol to give 3. This set the stage for subsequent intramolecular alkylidene C−H insertion to give, after ozonolysis and aldol condensation, (−)-mesembrine 1. Amide 2 should be...

Ausführliche Beschreibung

Bibliographische Detailangaben

Veröffentlicht in:	Journal of organic chemistry 2001-01, Vol.66 (1), p.143-147
Hauptverfasser:	Taber, Douglass F, Neubert, Timothy D
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkaloids - chemical synthesis Alkaloids - chemistry Crystallography, X-Ray Hydrolysis Indicators and Reagents Indole Alkaloids Molecular Conformation Ozone Plants, Medicinal - chemistry Stereoisomerism
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!