Zn-mediated asymmetric allylation of N-tert-butanesulfinyl ketimines: an efficient and practical access to chiral quaternary 3-aminooxindoles

Diao Chen; Ming-Hua Xu

doi:10.1039/c2cc38600c

Zn-mediated asymmetric allylation of N-tert-butanesulfinyl ketimines: an efficient and practical access to chiral quaternary 3-aminooxindoles

Chem Commun (Camb). 2013 Feb 14;49(13):1327-9. doi: 10.1039/c2cc38600c. Epub 2013 Jan 8.

Authors

Diao Chen¹, Ming-Hua Xu

Affiliation

¹ State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, People's Republic of China.

PMID: 23295413
DOI: 10.1039/c2cc38600c

Abstract

Room temperature zinc-mediated diastereoselective allylation or propargylation of isatin-derived N-tert-butanesulfinyl ketimines for synthesis of highly enantiomerically enriched tetrasubstituted 3-aminooxindoles is described.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Imines / chemistry*
Indoles / chemistry*
Nitriles / chemistry*
Oxindoles
Stereoisomerism
Zinc / chemistry*

Substances

Imines
Indoles
Nitriles
Oxindoles
ketimine
2-oxindole
Zinc