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Formal total synthesis of salvianolic acid N

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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

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Publication details

The article was received on 07 Dec 2017, accepted on 22 Dec 2017 and first published on 22 Dec 2017


Article type: Paper
DOI: 10.1039/C7OB03025H
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Formal total synthesis of salvianolic acid N

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

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