Total synthesis of atropurpuran

Jing Gong; Huan Chen; Xiao-Yu Liu; Zhi-Xiu Wang; Wei Nie; Yong Qin

doi:10.1038/ncomms12183

Nature Communications (Jul 2016)

Total synthesis of atropurpuran

Jing Gong,
Huan Chen,
Xiao-Yu Liu,
Zhi-Xiu Wang,
Wei Nie,
Yong Qin

Affiliations

Jing Gong: Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, No. 17, Section 3, Renmin Nan Road, Chengdu 610041, China
Huan Chen: Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, No. 17, Section 3, Renmin Nan Road, Chengdu 610041, China
Xiao-Yu Liu: Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, No. 17, Section 3, Renmin Nan Road, Chengdu 610041, China
Zhi-Xiu Wang: Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, No. 17, Section 3, Renmin Nan Road, Chengdu 610041, China
Wei Nie: Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, No. 17, Section 3, Renmin Nan Road, Chengdu 610041, China
Yong Qin: Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, No. 17, Section 3, Renmin Nan Road, Chengdu 610041, China

DOI: https://doi.org/10.1038/ncomms12183
Journal volume & issue: Vol. 7, no. 1
pp. 1 – 6

Abstract

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Polycyclic and caged molecules are common in nature but present challenging targets for synthesis. Here, the authors report a route to caged diterpene cores and apply to the total synthesis of atropurpuran, with oxidative dearomatization/intramolecular Diels-Alder cascade, aldol and ketyl-olefin cyclizations as key steps.

Published in Nature Communications

ISSN: 2041-1723 (Online)
Publisher: Nature Portfolio
Country of publisher: United Kingdom
LCC subjects: Science
Website: https://www.nature.com/ncomms/

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