Efficient preparation of α-ketoacetals

The Weinreb amides 2a,b were prepared from the α,α-dimethoxyacetic acids 1c,d. A number of representative nucleophilic additions (RMgX and RLi) on 2 afforded α-ketoacetals 3a-j in 70-99% yield. These compounds represent a versatile arrangement of functional groups of significant synthetic value, as...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Molecules (Basel, Switzerland) Switzerland), 2012-11, Vol.17 (12), p.13864-13878
Hauptverfasser:	Ayala-Mata, Francisco, Barrera-Mendoza, Citlalli, Jiménez-Vázquez, Hugo A, Vargas-Díaz, Elena, Zepeda, L Gerardo
Format:	Artikel
Sprache:	eng
Schlagworte:	Albuterol - chemical synthesis Amides - chemical synthesis Ketones - chemical synthesis Molecular Structure Stereoisomerism
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	The Weinreb amides 2a,b were prepared from the α,α-dimethoxyacetic acids 1c,d. A number of representative nucleophilic additions (RMgX and RLi) on 2 afforded α-ketoacetals 3a-j in 70-99% yield. These compounds represent a versatile arrangement of functional groups of significant synthetic value, as demonstrated in the synthesis of (±)-salbutamol.
ISSN:	1420-3049 1420-3049
DOI:	10.3390/molecules171213864