A rapid construction of the ABC tricyclic skeleton of malabanone A

Tao Li; Guangmiao Wu; Shangbiao Feng; Zemin Wang; Xingang Xie; Xuegong She

doi:10.1039/C8OB02495B

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A rapid construction of the ABC tricyclic skeleton of malabanone A†

Tao Li,^a Guangmiao Wu,^a Shangbiao Feng,^a Zemin Wang,^a Xingang Xie

*^a and Xuegong She

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* Corresponding authors

^a State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou, P. R. China
E-mail: xiexg@lzu.edu.cn

Abstract

The construction of the ABC tricyclic skeleton of malabanone A with the required 4 stereocenters was accomplished in a concise route starting from R-carvone. The synthesis featured an intramolecular [3 + 2] cycloaddition reaction to assemble its A ring and an intramolecular Diels–Alder reaction to construct its C ring.

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DOI: https://doi.org/10.1039/C8OB02495B
Article type: Communication
Submitted: 08 Oct 2018
Accepted: 24 Oct 2018
First published: 25 Oct 2018

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Org. Biomol. Chem., 2018,16, 8491-8494

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A rapid construction of the ABC tricyclic skeleton of malabanone A

T. Li, G. Wu, S. Feng, Z. Wang, X. Xie and X. She, Org. Biomol. Chem., 2018, 16, 8491 DOI: 10.1039/C8OB02495B

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Organic & Biomolecular Chemistry

A rapid construction of the ABC tricyclic skeleton of malabanone A†

Abstract

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A rapid construction of the ABC tricyclic skeleton of malabanone A

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