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Highly asymmetric Michael additions of α,α-disubstituted aldehydes to β-nitroalkenes promoted by chiral pyrrolidine–thiourea bifunctional catalysts

✍ Scribed by Jian-Fei Bai; Xiao-Ying Xu; Qing-Chun Huang; Lin Peng; Li-Xin Wang


Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
364 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis


A series of secondary amine-thiourea catalysts derived from L-proline and chiral diamine were prepared and first applied to the Michael addition of a,a-disubstituted aldehydes to trans-b-nitroalkenes. Moderate yields (47-75%) and excellent enantioselectivities (up to 96% ee) were obtained for a variety of aryl and heteroaryl nitroalkenes.


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