An intramolecular Mannich-type reaction, involving either an α-trifluoromethyl-1,3-aminoketal or a fluoral synthetic equivalent, was employed to prepare diastereoselectively α-trifluoromethylpiperidines. This simple strategy allows a facile access to a wide range of new α-trifluoromethyl saturated N-heterocyclic compounds.
A highly diastereoselective intramolecular Mannich reaction involving enantiopure alpha-methylamine 7 and achiral aldehydes is employed to prepare enantiomerically pure 2,6-cis-disubstituted piperidines. This methodology provides an efficient and selective route to 2,6-cis-disubstituted piperidines, 2,6-cis-disubstituted 4-piperidones and 2,6-cis-disubstituted 4-piperidinols. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
A simple and efficient synthesis of new cyclic ureas
A facile access to a wide range of original saturated N-heterocyclic ureas is described using, as a key step, a Michael-type reaction involving isocyanates or amines on a piperidine framework possessing an alpha, beta-unsaturated ester functionality. (c) 2007 Elsevier Ltd. All rights reserved.
A new route to 2-spiropiperidines
作者:Stéphane Ciblat、Jean-Louis Canet、Yves Troin
DOI:10.1016/s0040-4039(01)00881-4
日期:2001.7
An intramolecular Mannich reaction, involving cyclanones together with a ketoprotected aminobutanone in the presence of a Lewis acid, is employed to prepare rapidly 2,2 ' -spiropiperidine skeletons. Phis approach is validated through a concise and efficient synthesis of spiro [piperidine-2,2 ' -adamantane] 4, an antiviral agent. (C) 2001 Elsevier Science Ltd. All rights reserved.