Short and Efficient Asymmetric Synthesis of (±)-epi-Cytoxazone from cis-(1R,2S,5R)-Menthyl 4-Methoxyphenylglycidates
The racemic epi-cytoxazone was synthesized, starting from p-anisaldehyde, in five steps and 48% overall yield. An efficient synthesis of azido alcohols has been achieved by regioselective ring opening of glycidates using NaN₃in MeOH–H₂O. The key step of the process is reductive cyclization of azide...
Gespeichert in:
Veröffentlicht in: | Chemistry of natural compounds 2014, Vol.50 (6), p.1071-1074 |
---|---|
Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | The racemic epi-cytoxazone was synthesized, starting from p-anisaldehyde, in five steps and 48% overall yield. An efficient synthesis of azido alcohols has been achieved by regioselective ring opening of glycidates using NaN₃in MeOH–H₂O. The key step of the process is reductive cyclization of azide carbonates by Zn–TMSCl. |
---|---|
ISSN: | 0009-3130 1573-8388 |
DOI: | 10.1007/s10600-014-1161-z |