Grignard addition to imines derived from isatine: a method for the asymmetric synthesis of quaternary 3-aminooxindoles.

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ID: 31326
2009
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Ranked #53 of 103 articles by views in The Journal of organic chemistry

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Abstract
Addition of Grignard reagents to chiral imines derived from isatine afforded chiral, optically enriched 3-substituted 3-aminooxindoles in satisfactory yields and diastereoisomeric ratios. A general protocol is described for the addition of alkyl, alkenyl, and aryl Grignard reagents. In one case, the absolute configuration at C3 was determined and the selective N-deprotection was described, enabling further synthetic transformations of the reaction product.
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Authors Lesma, Giordano;Landoni, Nicola;Pilati, Tullio;Sacchetti, Alessandro;Silvani, Alessandra;
Journal The Journal of organic chemistry
Year 2009
DOI
10.1021/jo900623c
URL
Keywords Keywords not found

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