Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 24, Pages 5139-5143Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402687
Keywords
Organocatalysis; Asymmetric synthesis; Spiro compounds; Domino reactions; Michael addition
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Funding
- National Basic Research Program of China (973 Program) [2010CB833300]
- Science and Technology of Hunan Province, China [2012FJ3023]
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Spirocyclopentaneoxindole derivatives containing four consecutive stereocenters, including a spiro quaternary center, were constructed by an organocatalytic iminium-enamine cascade sequence in good yields (up to 86%) with excellent enantiomeric (up to >99% ee) and diastereomeric purities (up to >99:1dr). This highly efficient procedure will allow diversity-oriented syntheses of this intriguing class of compounds with potential biological activities.
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