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ChemInform Abstract: Stereocontrolled Addition of π-Type Nucleophiles to a Bicyclic N-Acyliminium Ion. New Access to trans-2,6-Disubstituted Piperidine Substructures.

✍ Scribed by M. DAVID; H. DHIMANE; C. VANUCCI-BACQUE; G. LHOMMET

Publisher: John Wiley and Sons
Year: 2010
Weight: 35 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199823151

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Enantiopure bicyclic 5-ethoxytetrahydropyrrolo[1,2-c]oxa-disubstituted pyrrolidines was illustrated by formal syntheses of 3,5-disubstituted indolizidine toxins, starting from 5-zol-3-one 1b was prepared in two steps from the known tosylate 4, which is readily available from (S)-pyroglutamic allylte