Total Synthesis of (±)-Aspergilline A

Mina C Nakhla; John L Wood

doi:10.1021/jacs.7b12570

Total Synthesis of (±)-Aspergilline A

J Am Chem Soc. 2017 Dec 27;139(51):18504-18507. doi: 10.1021/jacs.7b12570. Epub 2017 Dec 15.

Authors

Mina C Nakhla¹, John L Wood¹

Affiliation

¹ Department of Chemistry and Biochemistry, Baylor University , One Bear Place 97348, Waco, Texas 76798, United States.

PMID: 29235866
DOI: 10.1021/jacs.7b12570

Abstract

The total synthesis of (±)-aspergilline A (1) is described. Key features of the synthesis include pyrrolinone formation via reaction of an intermediate propargyl amine with a methyl malonyl chloride derived ammonium enolate and a formal [3+2] cycloaddition between an imidate and cyclopropenone.

Publication types

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