Enantioselective synthesis of nicotinic receptor probe 7,8-difluoro-1,2,3,4,5,6- hexahydro-1,5-methano-3-benzazocine |
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| Authors: | 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 |
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| Institution: | Pfizer Global Research and Development, Groton Laboratories, Pfizer Inc., Groton, Connecticut 06340, USA. |
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| Abstract: | Structure: see text] 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. |
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