Synthesis of chiral N-protected 1,2-dihydro-quinoline-2-carbonitrile and 1,2-dihydro-isoquinoline-1-carbonitrile via an asymmetric Reissert reaction |
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| Authors: | Mickaë l Pauvert,Sylvain C. Collet,André Y. Guingant,Michel Evain |
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| Affiliation: | a Laboratoire de Synthèse Organique, UMR CNRS 6513, FR CNRS, 2465 Faculté des Sciences et des Techniques, 2, rue de la Houssinière, BP 92208-44322 Nantes Cedex 03, France
b Institut des Matériaux Jean Rouxel, 2, rue de la Houssinière, BP 92208-44322 Nantes Cedex 03, France |
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| Abstract: | Addition of cyanide ion to chiral N-acyl-quinolinium and N-acyl-isoquinolinium salts led selectively to 1,2-addition products. Removal of the chiral auxiliary affords the title compounds in pure enantiomeric form. |
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| Keywords: | Asymmetric Reissert reaction Chiral oxazolidinone-derived auxiliary N-protected 1,2-dihydro-quinoline-2-carbonitrile N-protected 1,2-dihydro-isoquinoline-1-carbonitrile |
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