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Synlett 1997; 1997(9): 1071-1072
DOI: 10.1055/s-1997-1521
DOI: 10.1055/s-1997-1521
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
Synthesis of Optically Active Condensed Tetrahydropyridin-3-ones as Precursors of Alkaloid Analogues
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
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Reaction of α-aminoester with o-bromobenzylbromide or 3-bromo-2-bromomethylindole 1 gives N-alkylation products 3, which further undergo intramolecular acylation upon Br/Li-exchange. This sequence represents the first access to optically active condensed tetrahydropyridin-3-ones 4.
tetrahydroisoquinolin-4-ones - tetrahydroindolopyridin-4-ones - amino acid derivatives - halogen-metal-exchange - optical activity