Synlett 2018; 29(20): 2623-2632
DOI: 10.1055/s-0037-1610249
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© Georg Thieme Verlag Stuttgart · New York

Total Syntheses of Spinosyn A

Xinpei Cai
,
Yu Bai
,
Department of Chemistry, Center for Cancer Research, and Institute for Drug Discovery, Purdue University, West Lafayette, Indiana 47907, USA   eMail: mjdai@purdue.edu
› Institutsangaben

We thank NSF (CAREER 1553820) for financial support. M.D. thanks Eli Lilly for an unrestricted grant support via the Eli Lilly Grantee Award.
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Publikationsverlauf

Received: 29. Juni 2018

Accepted after revision: 20. Juli 2018

Publikationsdatum:
07. September 2018 (online)


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Abstract

Spinosyn A is an important polycyclic natural product with impressive insecticidal activity and has been used worldwide in agriculture as the major component of Spinosad. Herein, four chemical total syntheses of spinosyn A are summarized. Its biosynthesis and a chemoenzymatic total synthesis are discussed as well.

1 Biosynthesis

2 The Evans Synthesis

3 The Paquette Synthesis

4 The Roush Synthesis

5 The Liu Synthesis

6 The Dai Synthesis

7 Conclusions