A New Halopropargylation of Alkynes Promoted by Boron Trihalides. Highly Stereo- and Regioselective Syntheses of Substituted (Z)-1-Halo-1,4-enyne Derivatives

A New Halopropargylation of Alkynes Promoted by Boron Trihalides. Highly Stereo- and Regioselective Syntheses of Substituted (Z)-1-Halo-1,4-enyne Derivatives

A new halopropargylation of alkynes promoted by boron trihalides has been developed. Reactions of (Z)-2-halo-1-vinylboron dihalides (generated in situ via reaction of alkynes with boron trihalides) with lithium propargyloxides in CH2Cl2 at room temperature produce the corresponding (Z)-1-halo-1,4-en...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2004-10, Vol.6 (22), p.3929-3931
Hauptverfasser: Kabalka, George W, Wu, Zhongzhi, Ju, Yuhong
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A new halopropargylation of alkynes promoted by boron trihalides has been developed. Reactions of (Z)-2-halo-1-vinylboron dihalides (generated in situ via reaction of alkynes with boron trihalides) with lithium propargyloxides in CH2Cl2 at room temperature produce the corresponding (Z)-1-halo-1,4-enynes in modest to good yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol048563t