Synfacts 2019; 15(05): 0505
DOI: 10.1055/s-0037-1611516
Metals in Synthesis
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Enantioselective Aminotrifluoromethoxylation of Alkenes

Contributor(s):
Paul Knochel
,
Juri Skotnitzki
Chen C, Pflüger PM, Chen P, Liu G. * Shanghai Institute of Organic Chemistry, P. R. of China and Wilhelms-Universität Münster, Germany
Palladium(II)-Catalyzed Enantioselective Aminotrifluoromethoxylation of Unactivated Alkenes using CsOCF3 as a Trifluoromethoxide Source.

Angew. Chem. Int. Ed. 2019;
58: 2392-2396
Further Information

Publication History

Publication Date:
15 April 2019 (online)

 

Significance

The authors reported an asymmetric palladium(II)-catalyzed aminotrifluoromethoxylation of unactivated alkenes leading to a variety of enantioenriched piperidines in good yields.


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Comment

Remarkably, the method was used to prepare a derivative of pridinol, an antiparkinsonian and anticholineric drug, in three steps and 62% overall yield. The mild reaction conditions and the use of CsOCF3 salt make the method practical.


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