Green Chem., 2013, 15,3180-3183
DOI: 10.1039/C3GC41032C, Communication
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
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.