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Cover Picture: A Versatile Total Synthesis of 8‐Oxyberberine and Oxohomoberberines (Chin. J. Chem. 11/2014)
Author(s) -
He Yun,
Zheng Yang,
Hai Li,
Wu Yong
Publication year - 2014
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201490024
Subject(s) - chemistry , yield (engineering) , sesamol , chin , cover (algebra) , total synthesis , scope (computer science) , reagent , organic chemistry , computer science , programming language , materials science , medicine , mechanical engineering , engineering , metallurgy , anatomy , antioxidant
The cover picture shows a new and expeditious approach for the synthesis of 8‐oxyberberine and oxohomoberberines. Few general processes existed for the oxohomoberberine from the simple starting material. Reported methods generally required special reagents or complex procedures, and some are limited in scope. The total syntheses of 8‐oxyberberine and oxohomoberberines were accomplished starting from commercially available 5‐bromobenzo[ d ][1,3]dioxole, piperonal and sesamol. We have successfully presented a synthetic route for the synthesis of 8‐oxyberberine 1a with high total yield of 43% from 5‐bromobenzo[ d ][1,3]dioxole 2a in 7 steps. Meanwhile, we firstly described the synthesis of the oxohomoberberines 1b , 1c and 1d in a 46.2% overall yield (7 steps), a 22.9% overall yield (9 steps), and a 14% overall yield (6 steps), respectively. More details are discussed in the article by Wu et al. on page 1121–1127.