Sequential Pericyclic Reaction of Ene-diallenes:  An Efficient Approach to the Steroid Skeleton

Sequential Pericyclic Reaction of Ene-diallenes:  An Efficient Approach to the Steroid Skeleton

The one-pot construction of polycyclic aromatic systems from acyclic ene-bis(propargyl alcohols) was achieved through a tandem dual [2,3]-sigmatropic rearrangement/6π-electrocyclic reaction/intramolecular [4 + 2] cycloaddition sequence. A steroidal compound was conveniently synthesized using the pre...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2006-01, Vol.8 (1), p.95-98
Hauptverfasser: Kitagaki, Shinji, Ohdachi, Kazuhiro, Katoh, Kumiko, Mukai, Chisato
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The one-pot construction of polycyclic aromatic systems from acyclic ene-bis(propargyl alcohols) was achieved through a tandem dual [2,3]-sigmatropic rearrangement/6π-electrocyclic reaction/intramolecular [4 + 2] cycloaddition sequence. A steroidal compound was conveniently synthesized using the present method.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0525720