Functionalization of Piperidine Derivatives for the Site Selective and Stereoselective Synthesis of Positional Analogs of Methylphenidate

URN to cite this document:: urn:nbn:de:bvb:355-epub-445635
DOI to cite this document:: 10.5283/epub.44563

Liu, Wenbin

; Babl, Tobias ; Röther, Alexander ; Reiser, Oliver

;

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Date of publication of this fulltext: 22 Jan 2021 09:24

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Abstract

Rhodium-catalyzed C-H insertions and cyclopropanations of donor/acceptor carbenes have been used for the synthesis of positional analogues of methylphenidate. The site selectivity is controlled by the catalyst and the amine protecting group. C-H functionalization of N-Boc-piperidine using Rh-2(R-TCPTAD)(4), or N-brosyl-piperidine using Rh-2(R-TPPTTL)(4) generated 2-substitited analogues. In ...