Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 11, Pages 2057-2061Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201000069
Keywords
Diastereoselectivity; Enantioselectivity; Michael addition; Asymmetric catalysis; Organocatalysis
Categories
Funding
- National Natural Science Foundation of China [20772058, 20972070]
- Key laboratory of Elemento-Organic Chemistry
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A novel type of pyrrolidine-based chiral (thio)phosphoramidates was synthesized. Among them, compound (S,aR)-3d was proven to be an effective bifunctional organocatalyst for the asymmetric Michael addition of ketones to nitro olefins. The corresponding adducts were obtained in good to excellent chemical yields with high levels of diastereo- and enantioselectivities (up to >99:1dr and 99% ee).
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