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State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P.R. China
E-mail: mshi@mail.sioc.ac.cn
Org. Biomol. Chem., 2012,10, 8236-8243
DOI:
10.1039/C2OB26413G
Received
20 Jul 2012,
Accepted
29 Aug 2012
First published online
31 Aug 2012
Yb(NTf2)3-catalyzed [3 + 3] cycloaddition between isatin ketonitrones and cyclopropanes is described. A variety of spiro[tetrahydro-1,2-oxazine]oxindoles were obtained in moderate to good yields along with good regioselectivities. This is the first example of the intermolecular [3 + 3] cycloaddition between ketone-derived nitrones and cyclopropanes.