Lewis acid-surfactant-combined catalyzed synthesis of 4-aminocyclopentenones from glycals in water

Green Chem., 2013, 15,3180-3183
DOI: 10.1039/C3GC41032C, Communication
Siming Wang, Ronny William, Kim Kui Georgina Estelle Seah, Xue-Wei Liu
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371
Water makes the difference: an example of the Lewis acid-surfactant-combined catalyzed synthesis of biologically significant 4-aminocyclopentenones was developed.

Lewis acid-surfactant-combined catalyzed synthesis of 4-aminocyclopentenones from glycals in water

http://pubs.rsc.org/en/Content/ArticleLanding/2013/GC/C3GC41032C?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

4-Aminocyclopentenones were synthesized from readily available glycals and secondary anilines, with the aid of a Lewis acid–surfactant-combined catalyst. The reactions proceededvia a 4π conrotatory electrocyclization, affording the corresponding 4-aminocyclopentenones in good yields with excellent diastereoselectivities.

 

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