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New Synthetic Pathways to Nitrogen Heterocycles (1997)

Laschat, Sabine

Weinheim : Wiley-Blackwell

Liebigs Annalen 1997 (1997), S. 1-11

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ISSN: 0947-3440

Keywords: Nitrogen heterocycles ; Imines ; Hetero-Diels-Alder reaction ; Hetero-ene reaction ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Novel Lewis acid-catalyzed cyclizations of N-arylimines and N-benzylimines derived from amino acids and terpenes allow the diastereoselective preparation of octahydroacridines, indolizino[3,4-b]quinolines, indolizidines, quinolizidines and piperidines. Although these two types of reactions can be classified as formal hetero-Diels-Alder and hetero-ene reactions respectively, both proceed stepwise via cationic intermediates, which allow stereochemical control via chelate complexes. Stereochemical and mechanistical studies are described briefly.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199719970104

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