Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 44, Pages 15544-15547Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502816
Keywords
carbocycles; cascade reactions; cycloisomerization; Michael addition; sulfinamides
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Funding
- University of Paris-Sud
- French Ministry of Superior Education and Research
- CNRS
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An unexpected acid-mediated cascade reaction induced by conjugate addition of sulfinamides to dienediones has been developed. This highly efficient Rauhut-Currier reaction enables the rapid, high-yielding construction of sulfonated cyclopentanes with three contiguous stereogenic centers in a single operation starting from simple sulfinamides. This process constitutes the first example of sulfinamide-promoted cycloisomerization.
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