Synlett
DOI: 10.1055/s-0036-1590899
letter
© Georg Thieme Verlag Stuttgart · New York

Facile Synthesis of 3-Amido-Dienynes via a Tandem α-Propargylation–Isomerization of Chiral Allenamides and their Applications in Diels–Alder Cycloadditions

Zhi-Xiong Ma*, Li-Chao Fang, Bryan J. Haugen, Daniel Bruckbauer, John B. Feltenberger, Richard P. Hsung*
  • Division of Pharmaceutical Sciences, School of Pharmacy, and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA   Email: zma26@wisc.edu   Email: richard.hsung@wisc.edu
The authors thank NIH (GM-66055) for generous funding. Authors also thank UW-Madison Medicinal Chemistry Center for financial support. RPH thanks Laura and Edward Kremers Family Foundation for a generous endowed chair in natural products chemistry.
Further Information

Publication History

Received: 08 June 2017

Accepted after revision: 11 August 2017

Publication Date:
01 September 2017 (eFirst)

With deep respect and admiration, this paper is dedicated to Professor Victor Snieckus on the special occasion of his 80th birthday

Abstract

A series of interesting 3-amido-dienynes was synthesized via tandem α-propargylation–isomerization of chiral allenamides with moderate E/Z ratio. Reactivities of E and Z isomers were examined.

Supporting Information