期刊
TETRAHEDRON-ASYMMETRY
卷 12, 期 3, 页码 419-426出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0957-4166(01)00069-6
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A convenient and practical method for the preparation of chiral 4-aryl-2-piperidinone from 3-arylglutaric anhydride and (S)-methylbenzylamine is described. Acylation or alkylation at the alpha -carbon of the chiral 4-aryl-2-piperidinone product afforded chiral trans-3,4-disubstituted 2-piperidinone derivatives and reduction of the chiral 2-piperidinones with lithium aluminum hydride provided the corresponding enantiomerically pure trans-3,4-disubstituted piperidines. This methodology has been successfully applied to the synthesis of the anti-depressant paroxetine. (C) 2001 Elsevier Science Ltd. All rights reserved.
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