Synthesis 2019; 51(21): 4085-4105
DOI: 10.1055/s-0037-1611904
paper
© Georg Thieme Verlag Stuttgart · New York

N-Alkynyl Pyrrole Based Total Synthesis of Shensongine A

Brandon J. Reinus
a  Department of Chemistry, University of Texas at Austin, Austin, TX 78712, USA
,
Sean M. Kerwin
b  Department of Chemistry & Biochemistry, Texas State University, San Marcos, TX 78666, USA   Email: smk89@txstate.edu
› Author Affiliations
We gratefully acknowledge the William and Ella Owens Medical Research Foundation, the Robert Welch Foundation, and Texas State University for support.
Further Information

Publication History

Received: 15 May 2019

Accepted after revision: 04 July 2019

Publication Date:
12 August 2019 (eFirst)

Abstract

A copper-catalyzed N-alkynylation of pyrrole and a gold-catalyzed spiroketalization were key steps in the total synthesis of the pyrrole spiroketal alkaloid shensongine A. The preparation of this alkaloid is concise and amenable to the rapid synthesis of a diverse library of compounds.

Supporting Information

 
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