Issue 5, 2018

Formal total synthesis of salvianolic acid N

Abstract

An efficient synthetic pathway for the total synthesis of salvianolic acid N has been reported. The key reaction steps, the Wittig reaction for Z-stereoselectivity and an intramolecular cyclization for a seven membered ring skeleton, have been optimized to improve the synthetic feasibility and provide the best conditions in terms of yield. Moreover, a notable reaction is the reaction of the deprotected allylic group with Pd catalyst. An improved overall yield of 11% has been achieved for salvianolic acid N starting from 3,4-dimethoxybenzaldehyde in 11 steps.

Graphical abstract: Formal total synthesis of salvianolic acid N

Supplementary files

Article information

Article type
Paper
Submitted
07 Dec 2017
Accepted
22 Dec 2017
First published
22 Dec 2017

Org. Biomol. Chem., 2018,16, 832-837

Formal total synthesis of salvianolic acid N

K. Wu, Z. P. Xie, D. Cui and C. Zhang, Org. Biomol. Chem., 2018, 16, 832 DOI: 10.1039/C7OB03025H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements