A Convenient Method for Carbon Extension of Acetals and Aldehydes by the Use of Ketenedithioacetal and Nucleophiles

A Convenient Method for Carbon Extension of Acetals and Aldehydes by the Use of Ketenedithioacetal and Nucleophiles

A convenient method for carbon extension of acetals and aldehydes has been established consisting of combining a ketenedithioacetal 1 and nucleophiles such as alkyl- and alkynylmetal, metal enolate, and hydride. Acetals and aldehydes react with 1 in the presence of TMSOTf, and the successive additio...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemistry letters 2002-10, Vol.31 (10), p.996-997
Hauptverfasser: Ichikawa, Junji, Saitoh, Terunobu, Tada, Tomoyuki, Mukaiyama, Teruaki
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A convenient method for carbon extension of acetals and aldehydes has been established consisting of combining a ketenedithioacetal 1 and nucleophiles such as alkyl- and alkynylmetal, metal enolate, and hydride. Acetals and aldehydes react with 1 in the presence of TMSOTf, and the successive addition of nucleophiles affords the corresponding β-alkoxy and β-siloxy dithioacetals in good yields.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2002.996