A Cascade Cyclization Route to Adjacent Bistetrahydrofurans from Chiral Triepoxyfarnesyl Bromides

A Cascade Cyclization Route to Adjacent Bistetrahydrofurans from Chiral Triepoxyfarnesyl Bromides

A number of isomeric bistetrahydrofuran analogues were prepared from triepoxy farnesyl bromides by a zinc-initiated reduction−elimination and in situ Lewis acid-promoted cascade cyclization.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2008-09, Vol.73 (17), p.6753-6757
Hauptverfasser: Marshall, James A, Hann, Ronald K
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chemistry
Cyclization
Epoxy Compounds - chemistry
Exact sciences and technology
Furans - chemical synthesis
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Hydrocarbons, Brominated - chemistry
Models, Chemical
Organic chemistry
Oxidation-Reduction
Prenylation
Preparations and properties
Spectrum Analysis
Stereoisomerism
Zinc - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A number of isomeric bistetrahydrofuran analogues were prepared from triepoxy farnesyl bromides by a zinc-initiated reduction−elimination and in situ Lewis acid-promoted cascade cyclization.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo801188w