Regio- and stereoselective isomerizations of allenamides: synthesis of 2-amido-dienes and their tandem isomerization-electrocyclic ring-closure

Ryuji Hayashi; Richard P Hsung; John B Feltenberger; Andrew G Lohse

doi:10.1021/ol900647s

Regio- and stereoselective isomerizations of allenamides: synthesis of 2-amido-dienes and their tandem isomerization-electrocyclic ring-closure

Org Lett. 2009 May 21;11(10):2125-8. doi: 10.1021/ol900647s.

Authors

Ryuji Hayashi¹, Richard P Hsung, John B Feltenberger, Andrew G Lohse

Affiliation

¹ Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA.

Abstract

A regio- and stereoselective isomerization of allenamides is described, leading to preparations of de novo 2-amido-dienes and a tandem isomerization-6pi-electron electrocyclic ring-closure.

Publication types

Research Support, N.I.H., Extramural

MeSH terms

Amides / chemistry*
Catalysis
Combinatorial Chemistry Techniques
Cyclization
Molecular Structure
Polyenes / chemical synthesis
Polyenes / chemistry*
Stereoisomerism

Substances

Amides
Polyenes

Abstract

Publication types

MeSH terms

Substances

Grants and funding