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Cover Picture: Aza‐Belluš‐Claisen Rearrangement‐Enabled Synthesis of Racemic Tapentadol and Its Stereoisomers (Chin. J. Chem. 3/2013)
Author(s) -
Bai Donghu,
Huang ShaHua,
Lin Zuming,
Yang Lin,
Dai Junzeng,
Huang MengYuan,
Jia Xueshun,
Hong Ran
Publication year - 2013
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.201390006
Subject(s) - chemistry , tapentadol , claisen rearrangement , allylic rearrangement , vicinal , chin , stereochemistry , tertiary amine , cover (algebra) , organic chemistry , catalysis , opioid , medicine , biochemistry , receptor , anatomy , mechanical engineering , engineering
The cover picture shows that a potent pain‐relief drug Tapentadol was efficiently synthesized and featuring a modified one‐century old reaction, aza‐Belluš‐Claisen rearrangement. From the Z ‐allylic tertiary amine, Hong and co‐workers applied a Lewis acid‐catalyzed zwitterionic rearrangement to establish vicinal tertiary carbon centers. After three simple operations, Tapentadol and stereoisomers were readily synthesized. More details are discussed in the article by Hong et al . on page 317–320.