Published January 1, 2017 | Version v1
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Total syntheses of heliotridane and pseudoheliotridane through nitrodiene-acrylate 6 pi-electrocyclization/[3+2] cycloaddition

  • 1. Univ Calif Los Angeles, Dept Chem & Biochem, 607 Charles E Young Dr East, Los Angeles, CA 90095 USA

Description

The total syntheses of the pyrrolizidine alkaloids heliotridane and pseudoheliotridane have been accomplished in six steps (overall yields: 24 and 7%, respectively) using, for the first time, the tandem 6 pi-electrocyclization/[3+2] dipolar cycloaddition of an acyclic nitrodiene, 1-nitro-2-methyl-1,3-butadiene. (C) 2016 Elsevier Ltd. All rights reserved.

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