4.8 Article

Palladium-catalyzed direct C-H arylation of N-iminopyridinium ylides:: Application to the synthesis of (±)-anabasine

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 1, Pages 52-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja710073n

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Palladium-catalyzed direct C-H arylation of N-iminopyridinium ylides provides a powerful and versatile method for the synthesis of functionalized piperidines in good yields. Chemoselective functionalization of the pyridinium ring in the presence of a pyridine substituent is possible as exemplified by the expedient synthesis of anabasine in 61% overall yield over three steps.

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