Issue 15, 2022
From the journal:

Organic Chemistry Frontiers

Formal total synthesis of dankasterone B†

Shengzhen Deng,a   Hongjin Xu,a   Huanfeng Jiang ORCID logo a  and  Zhiqiang Ma ORCID logo *a  

* Corresponding authors

a Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry & Chemical Engineering, South China University of Technology, Wushan Road-381, Guangzhou 510641, P. R. China
E-mail: cezqma@scut.edu.cn

Abstract

An efficient and enantioselective route toward an architecturally unusual ergostane-type steroid, dankasterone B, is presented. The cis-decalin skeleton of the steroid was established by an intramolecular metal-catalyzed hydrogen atom transfer (MHAT) reaction. A radical rearrangement was used to construct the 13(14 → 8)abeo-ergostane skeleton.

Graphical abstract: Formal total synthesis of dankasterone B

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Article information

DOI
https://doi.org/10.1039/D2QO00299J
Article type
Research Article
Submitted
22 2 2022
Accepted
07 6 2022
First published
10 6 2022

Org. Chem. Front., 2022,9, 3961-3965

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Formal total synthesis of dankasterone B

S. Deng, H. Xu, H. Jiang and Z. Ma, Org. Chem. Front., 2022, 9, 3961 DOI: 10.1039/D2QO00299J

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