155797-02-7Relevant articles and documents
A mild procedure for the reduction of pyridine N-oxides to piperidines using ammonium formate
Zacharie,Moreau,Dockendorff
, p. 5264 - 5265 (2001)
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Asymmetric synthesis of chiral N-sulfinyl 3-alkyl- and 3-arylpiperidines by α-alkylation of N-sulfinyl imidates with 1-chloro-3-iodopropane
Colpaert, Filip,Mangelinckx, Sven,De Kimpe, Norbert
experimental part, p. 234 - 244 (2011/03/19)
α-Alkylation of N-sulfinyl imidates with 1-chloro-3-iodopropane successfully led to 2-substituted N-tert-butanesulfinyl-5-chloropentanimidates in acceptable diastereomeric ratios (dr 67/33 to 72/28) and good yields (74-86%). Subsequent reduction with NaBH4 led to the corresponding 2-substituted N-tert-butanesulfinyl-5-chloropentylamines, which could be cyclized to a range of new chiral 3-substituted N-tert-butanesulfinylpiperidines using NaH in DMSO. Finally, the N-tert-butanesulfinylpiperidines could be efficiently deprotected to enantiomerically pure 3-alkyl- and 3-arylpiperidine hydrochlorides.
METHOD FOR SYNTHESISING OPTICALLY ACTIVE PIPERIDINES BY THE HYDROGENATION OF OPTICALLY ACTIVE PYRIDINES
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Page/Page column 16, (2010/02/12)
The invention relates to a method for preparing optically active piperidines by the hydrogenation of pyridines using a suitable catalyst. Said method enables the preparation of a plurality of piperidine derivatives with high optical purity and in high yields.