Asymmetric Michael addition reaction of 3-substituted-N-Boc oxindoles to activated terminal alkenes catalyzed by a bifunctional tertiary-amine thiourea catalyst.

阅读量:

49

作者:

XinLiZhi-GuoXiSanzhongLuoJin-PeiCheng

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摘要:

The current article reports an organocatalytic strategy for the asymmetric catalysis of chiral oxindoles bearing 3-position all-carbon quaternary stereocenters. Accordingly, highly enantioselective Michael addition reactions of 3-substituted oxindoles to terminal alkenes have been developed by utilizing a bifunctional tertiary-amine thiourea catalyst. The reactions accommodate a number of Michael donor compounds (different substituted 3-aryl or methyl oxindoles), and Michael acceptor compounds (vinyl ketones and vinyl sulfones) to give the desired oxindole products with moderate to excellent yields (up to 99%) and moderate to excellent enantioselectivities (up to 91% ee).

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DOI:

10.1039/b918644a

被引量:

98

年份:

2010

RSC publishing 222.252.30.203:8888 (全网免费下载) 125.235.3.98 (全网免费下载) isivast.org.vn:8888 (全网免费下载) dspace.isivast.org.vn (全网免费下载)

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