Total Synthesis of (+)-Hyacinthacine A2 Based on SmI2-Induced Nitrone Umpolung

A concise total synthesis of (+)-hyacinthacine A2, a polyhydroxylated pyrrolizidine alkaloid, is described using our recently discovered inversion of the C−N bond polarity in nitrones. In the key step, the diastereoselective reductive coupling of a l-xylose-derived cyclic nitrone with ethyl acrylate...

Ausführliche Beschreibung

Bibliographische Detailangaben

Veröffentlicht in:	Journal of organic chemistry 2005-02, Vol.70 (4), p.1459-1462
Hauptverfasser:	Desvergnes, Stéphanie, Py, Sandrine, Vallée, Yannick
Format:	Artikel
Sprache:	eng
Schlagworte:	Azepines - chemistry Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Iodides - chemistry Molecular Conformation Molecular Structure Nitrogen Oxides - chemistry Organic chemistry Preparations and properties Pyrroles - chemistry Pyrrolizidine Alkaloids - chemical synthesis Pyrrolizidine Alkaloids - chemistry Samarium - chemistry
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!