Issue 44, 2016

Highly enantioselective synthesis of spirocyclopropyloxindoles via a Rh(ii)-catalyzed asymmetric cyclopropanation reaction

Abstract

A chiral dirhodium(II) carboxylate complex catalyzed enantioselective cyclopropanation reaction of N-Boc diazooxindoles with olefins, including aryl, alkyl, cyclic, and disubstituted olefins, under mild conditions is described. This reaction provides complementary access to the corresponding chiral spirocyclopropyloxindole products in good to high yields with good to excellent enantioselectivities.

Graphical abstract: Highly enantioselective synthesis of spirocyclopropyloxindoles via a Rh(ii)-catalyzed asymmetric cyclopropanation reaction

Supplementary files

Article information

Article type
Communication
Submitted
04 Oct 2016
Accepted
18 Oct 2016
First published
18 Oct 2016

Org. Biomol. Chem., 2016,14, 10357-10361

Highly enantioselective synthesis of spirocyclopropyloxindoles via a Rh(II)-catalyzed asymmetric cyclopropanation reaction

Y. Chi, L. Qiu and X. Xu, Org. Biomol. Chem., 2016, 14, 10357 DOI: 10.1039/C6OB02160C

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