Rhodium(I)-catalyzed [2 + 2 + 2] cycloadditions of ynamides in the synthesis of amide-substituted chiral biaryls

Michael R Tracey; Jossian Oppenheimer; Richard P Hsung

doi:10.1021/jo061683p

Rhodium(I)-catalyzed [2 + 2 + 2] cycloadditions of ynamides in the synthesis of amide-substituted chiral biaryls

J Org Chem. 2006 Oct 27;71(22):8629-32. doi: 10.1021/jo061683p.

Authors

Michael R Tracey¹, Jossian Oppenheimer, Richard P Hsung

Affiliation

¹ Division of Pharmaceutical Sciences and Department of Chemistry, Rennebohm Hall, 777 Highland Avenue, University of Wisconsin, Madison, Wisconsin 53705, USA.

PMID: 17064045
DOI: 10.1021/jo061683p

Abstract

Rhodium(I)-catalyzed [2 + 2 + 2] cycloadditions of sterically encumbered aryl-substituted ynamides with various diynes are described here. These cycloadditions provide the synthesis of an array of new chiral amide-substituted biaryls that can be useful in future chiral ligand designs.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkynes / chemistry*
Amides / chemistry*
Catalysis
Cyclization
Molecular Structure
Rhodium / chemistry*
Stereoisomerism

Substances

Alkynes
Amides
Rhodium