Tetrahedron

Development of two diastereoselective routes towards trans-4-aminomethyl-piperidin-3-ol building blocks

…, SFA Van Brandt, MGC Verdonck, L Moens, J Cuypers…

Index: Gijsen, Harrie J.M.; De Cleyn, Michel J.A.; Love, Christopher J.; Surkyn, Michel; Van Brandt, Sven F.A.; Verdonck, Marc G.C.; Moens, Luc; Cuypers, Jef; Bosmans, Jean-Paul R.M.A. Tetrahedron, 2008 , vol. 64, # 10 p. 2456 - 2464

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Citation Number: 9

Abstract

Two diastereoselective, scaleable routes towards trans-3, 4-disubstituted piperidines with a 4-hydroxymethyl-3-hydroxy or 4-aminomethyl-3-hydroxy substitution pattern are being described. In the first route, the 3, 4-trans configuration was introduced regio-and diastereoselectively via a hydroboration/oxidation sequence starting from 4- hydroxymethylpyridine. In the second route, regioselective epoxide ring opening of N- ...

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