Enantioselective synthesis of spirocyclic aminochroman derivatives according to the CN (R, S) strategy

…, JM Léger, C Jarry, MC Viaud-Massuard…

Index: Pave, Gregoire; Leger, Jean-Michel; Jarry, Christian; Viaud-Massuard, Marie-Claude; Guillaumet, Gerald Journal of Organic Chemistry, 2003 , vol. 68, # 4 p. 1401 - 1408

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Citation Number: 16

Abstract

Enantiomerically pure (3'R)-and (3'S)-3', 4'-dihydrospiro [piperidine-2, 3'(2'H)-benzopyran] s (R)-10 and (S)-10 were successfully synthesized according to the CN (R, S) methodology with the aim of serving as a pattern for the generation of related spirocyclic compounds. Two different synthetic pathways were studied starting from 2-cyano-6-phenyloxazolopiperidine (- )-2. One of them was selected and used for the preparation of amines (R)-17 and (S)-17 ...