Synthesis of isatins with a chiral substituent at the nitrogen atom

( R)-Ethyl 2-(isatin-1-yl)propanoates 8a– c were prepared from the corresponding ( R)-arylalanines by Sandmeyer’s method in high yield and good enantioselectivity (up to 99%). The key step of the process is the Mitsunobu reaction.

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2009-07, Vol.20 (13), p.1500-1505
Main Authors: Kurkin, Alexander V., Bernovskaya, Anna A., Yurovskaya, Marina A.
Format: Article
Language:English
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Summary:( R)-Ethyl 2-(isatin-1-yl)propanoates 8a– c were prepared from the corresponding ( R)-arylalanines by Sandmeyer’s method in high yield and good enantioselectivity (up to 99%). The key step of the process is the Mitsunobu reaction.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2009.05.015