Catalytic Enantioselective Synthesis of α-Substituted Secondary Allylic Alcohols from Terminal Alkynes and Aldehydes via Vinylaluminum Reagents

Catalytic Enantioselective Synthesis of α-Substituted Secondary Allylic Alcohols from Terminal Alkynes and Aldehydes via Vinylaluminum Reagents

One‐pot procedure: A general method for the highly enantioselective synthesis of α‐substituted allylic alcohols has been developed starting from readily available terminal alkynes and aldehydes and proceeding via vinylaluminum reagents (see scheme, dppp=1,3‐bis(diphenylphosphino)propane). The use of...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemistry : a European journal 2013-12, Vol.19 (52), p.17707-17710
Hauptverfasser: Kumar, Ravindra, Kawasaki, Hiroki, Harada, Toshiro
Format: Artikel
Sprache:eng
Schlagworte:
allylic alcohols
asymmetric catalysis
asymmetric synthesis
hydrometalation
titanium
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:One‐pot procedure: A general method for the highly enantioselective synthesis of α‐substituted allylic alcohols has been developed starting from readily available terminal alkynes and aldehydes and proceeding via vinylaluminum reagents (see scheme, dppp=1,3‐bis(diphenylphosphino)propane). The use of Me2AlH is essential in the Ni‐catalyzed hydroalumination step to generate vinylaluminum reagents that cannot reduce the aldehyde.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201303619