Formal total synthesis of salvianolic acid N†,Organic & Biomolecular Chemistry

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Formal total synthesis of salvianolic acid N†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2017-12-22 00:00:00 , DOI: 10.1039/c7ob03025h
Kong Wu _{1,

2,

3,

4} , Zhong Pao Xie _{1,

2,

3,

4} , Dong-Mei Cui _{1,

2,

3,

4} , Chen Zhang _{4,

5,

6,

7}

Affiliation

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.

中文翻译：

的丹酸N-正式全合成†

已经报道了丹酚酸N全合成的有效合成途径。已经优化了关键反应步骤，即Z-立体选择性的Wittig反应和七元环骨架的分子内环化反应，以提高合成的可行性并提供最佳的收率条件。此外，值得注意的反应是脱保护的烯丙基与Pd催化剂的反应。从3,4-二甲氧基苯甲醛开始，分11步获得丹酚酸N的总收率提高了11％。

更新日期：2017-12-22

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