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A Facile Preparation of an Octahydropyrrolo[2,3- c ]pyridine Enantiomer

✍ Scribed by Shieh, Wen-Chung; Chen, Guang-Pei; Xue, Song; McKenna, Joseph; Jiang, Xinglong; Prasad, Kapa; Repič, Oljan; Straub, Christopher; Sharma, Sushil K.


Book ID
126805158
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
93 KB
Volume
11
Category
Article
ISSN
1083-6160

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14ClFormaldehyde was used in a nucleophile-assisted iminium ion cyclization with N-benzyl-3-butynylamine to provide N-benzyl-4-iodo-I ,2,5,6-tetrahydr0[2,6-1~C2]pyridine. Palladium-catalyzed coupling of this vinyl iodide with the organozinc derivative 2 gave the corresponding 4arylated tetrahydropyr