Enantioselective Synthesis of Nicotinic Receptor Probe 7,8-Difluoro-1,2,3,4,5,6- hexahydro-1,5-methano-3-benzazocine

The development of a concise enantioselective synthesis of nicotinic alkaloid 1 is presented. The route features the synthesis and use of a “stable” aliphatic triflate 21 in an alkylation step to generate Heck precursor 24 and an enantioselective cyclization to establish a compound with the key [3.2...

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Veröffentlicht in:	Organic letters 2006-12, Vol.8 (26), p.5947-5950
Hauptverfasser:	Bashore, Crystal G, Vetelino, Michael G, Wirtz, Michael C, Brooks, Paige R, Frost, Heather N, McDermott, Ruth E, Whritenour, David C, Ragan, John A, Rutherford, Jennifer L, Makowski, Teresa W, Brenek, Steven J, Coe, Jotham W
Format:	Artikel
Sprache:	eng
Schlagworte:	Crystallography, X-Ray Models, Molecular Molecular Probes Nicotine - analogs & derivatives Nicotine - chemical synthesis Receptors, Nicotinic - chemistry Stereoisomerism
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Beschreibung
Zusammenfassung:	The development of a concise enantioselective synthesis of nicotinic alkaloid 1 is presented. The route features the synthesis and use of a “stable” aliphatic triflate 21 in an alkylation step to generate Heck precursor 24 and an enantioselective cyclization to establish a compound with the key [3.2.1]-bicyclic core, 29.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol0623062