Issue 13, 2020
From the journal:

Organic Chemistry Frontiers

Total synthesis study of rauvomines A and B: construction of the pentacyclic core structure†

Binglu Wu, ORCID logo a   Zhi-Jiang Jiang, ORCID logo b   Jianbo Tang,b   Zhanghua Gao, ORCID logo *b   Hongze Liang,a   Bencan Tang, ORCID logo c   Jia Chenb  and  Kewei Lei*a  

* Corresponding authors

a School of Material Science and Chemical Engineering, Ningbo University, Ningbo, People's Republic of China
E-mail: leikewei@nbu.edu.cn

b School of Biological and Chemical Engineering, NingboTech University, Ningbo, People's Republic of China
E-mail: z.gao@nit.zju.edu.cn

c Department of Chemical and Environmental Engineering, The University of Nottingham Ningbo China, Ningbo, People's Republic of China

Abstract

A synthetic route has been developed for the core scaffold of rauvomines, which possess an abnormal sarpagine-type backbone without the C20-methylene substitution. The E-ring annulation was achieved by a TiCl4-catalyzed Mukaiyama-Aldol reaction with a moderate yield of 70%.

Graphical abstract: Total synthesis study of rauvomines A and B: construction of the pentacyclic core structure

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Article information

DOI
https://doi.org/10.1039/C9QO01531K
Article type
Research Article
Submitted
26 Dec 2019
Accepted
12 May 2020
First published
18 May 2020

Org. Chem. Front., 2020,7, 1685-1689

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Total synthesis study of rauvomines A and B: construction of the pentacyclic core structure

B. Wu, Z. Jiang, J. Tang, Z. Gao, H. Liang, B. Tang, J. Chen and K. Lei, Org. Chem. Front., 2020, 7, 1685 DOI: 10.1039/C9QO01531K

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