A Synthetic Pathway to Either Enantiomer of Merrilactone A

A Synthetic Pathway to Either Enantiomer of Merrilactone A

A route to enantioenriched merrilactone A was found via intermediate 3. A degradation pathway in which meso compound 1 is transformed into key intermediate 2 in four steps occurs with full regiocontrol and promising enantiocontrol. A key feature of this reaction sequence is the desymmetrization of 1...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2005-02, Vol.44 (10), p.1511-1513
Hauptverfasser: Meng, Zhaoyang, Danishefsky, Samuel J.
Format: Artikel
Sprache:eng
Schlagworte:
asymmetric synthesis
enantioselectivity
Lactones - chemical synthesis
natural products
regioselectivity
Sesquiterpenes - chemical synthesis
Stereoisomerism
synthetic methods
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A route to enantioenriched merrilactone A was found via intermediate 3. A degradation pathway in which meso compound 1 is transformed into key intermediate 2 in four steps occurs with full regiocontrol and promising enantiocontrol. A key feature of this reaction sequence is the desymmetrization of 1 through an intramolecular asymmetric ring‐opening reaction.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200462509