A General Approach to the Quinolizidine Alkaloids via an Intramolecular Aza-[3+3] Annulation: Synthesis of (±)-2-Deoxylasubine II

Autor:	Quincy A. Long, Yu Zhang, Richard P. Hsung, Aleksey I. Gerasyuto
Rok vydání:	2009
Předmět:	chemistry.chemical_compound Annulation Quinolizidine chemistry Lasubine II Stereochemistry Intramolecular force Organic Chemistry Iminium Quinolizidines Article
Zdroj:	Synlett. 2009:237-240
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0028-1087661
Popis:	The first success in constructing a member of quinolizidine family of alkaloids employing an intramolecular aza-[3 + 3] annulation strategy is described here. The key feature is the usage of vinylogous urethane tethered to a vinyl iminium intermediate with trifluoroacetate serving as the counter anion. The proof-of-concept is illustrated with the synthesis of 2-deoxy-lasubine II.
Databáze:	OpenAIRE
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