4.5 Article

Dual Secondary Amine/N-Heterocyclic Carbene Catalysis in the Asymmetric Michael/Cross-Benzoin Cascade Reaction of β-Oxo Sulfones with Enals

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2011, 期 23, 页码 4298-4301

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100690

关键词

Domino reactions; Umpolung; Michael addition; Organocatalysis; Carbenes

资金

  1. Fonds der Chemischen Industrie
  2. Deutsche Forschungsgemeinschaft (SeleCa - international research training group)

向作者/读者索取更多资源

Polyfuncionalized cyclopentanones with three contiguous stereogenic centers were formed in good to excellent yields and stereoselectivities by utilizing a secondary amine/N-heterocyclic carbene catalytic system in the reaction of beta-oxo sulfones with unsaturated aldehydes. In addition, the influence of the catalysts on the diastereoselectivity of the final product was studied by H-1 NMR spectroscopy.

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