1,3-Dipolar Cycloaddition of Azomethine Ylides with Vinyl Sulfones

doi:10.1055/s-2006-941916

RSS-Feed abonnieren

Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.

https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000131.xml

Teilen / Bookmarken

Facebook Linkedin Weibo

PDF herunterladen

Synfacts 2006(7): 0705-0705
DOI: 10.1055/s-2006-941916

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

1,3-Dipolar Cycloaddition of Azomethine Ylides with Vinyl Sulfones

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
T. Llamas, R. G. Arrayás, J. C. Carretero*
Universidad Autónoma de Madrid, Spain

Weitere Informationen

Publikationsverlauf

Publikationsdatum:
22. Juni 2006 (online)

Lizenzen und Reprints

Significance

The authors describe a copper(I)- catalyzed enantioselective 1,3-dipolar cycloaddition of azomethine ylides with vinyl sulfones. Almost complete exo selectivity is obtained. An extensive ligand screening was performed with TaniaPhos providing the highest ee. Phenyl vinyl sulfone was found to be the optimal dipolarophile and a variety of substituted dipoles afforded the 3-sulfonyl cycloadducts.