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Cover Picture: An Efficient and Simple Method for Stereoselective Synthesis of N ‐Substituted Iminosugars from D ‐Xylose Derivative (Chin. J. Chem. 4/2014)
Author(s) -
Zhang Jichao,
Yuan Wen,
Ma Xiaofeng,
Wang Haibo,
Shao Huawu
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.201490008
Subject(s) - chemistry , iminosugar , stereoselectivity , intramolecular force , stereochemistry , derivative (finance) , computational chemistry , combinatorial chemistry , organic chemistry , catalysis , financial economics , economics , enzyme
The cover picture shows the stereoselective synthesis of various N ‐substituted iminosugars from D ‐xylose derivative. As is well known, iminosugars are potential glycosidase inhibitors, which have great potential as drugs to treat various diseases such as diabetes, Gaucher's disease, HIV infection and so on. Many examples indicate that N ‐substituted groups affect the bioactivity of iminosugars. An efficient and simple method was described for synthesis of N ‐substituted iminosugars via intramolecular Michael addition reaction. A series of N ‐alkyl substituted iminosugars C ‐glycosides were synthesized in good yields with high stereoselectivity. The stereochemistry of the final product was determined by 1 H NMR and H‐H‐COSY. The coupling constants showed the trans ‐configuration between C‐1 and 3′‐OBn. More details are discussed in the article by Shao et al . on page 361–364.