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ChemInform Abstract: Chemistry in the Ambient Field of the Alkaloid Epibatidine. Part 2. Triphenylarsine as an Efficient Ligand in the Pd-Catalyzed Synthesis of Epibatidine and Analogues.

✍ Scribed by Jan Christoph Namyslo; Dieter E. Kaufmann

Publisher
John Wiley and Sons
Year
2010
Weight
28 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Chemistry in the Ambient Field of the Alkaloid Epibatidine. Part 2. Triphenylarsine as an Efficient Ligand in the Pd-Catalyzed Synthesis of Epibatidine and Analogues.

-Triphenylarsine is found to be more efficient than triphenylphosphine in the Pd-catalyzed coupling of bicyclic alkenes (I) with pyridine derivative (II). A chiral version of the reaction gives the N-protected epibatidine (IIIa) in high yield, but only low asymmetric induction.

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