title: Straightforward access to enantioenriched 2-allylpiperidine: application to the synthesis of alkaloids.
abstract: An efficient stereocontrolled preparation of (2R,R(S))-2-allyl-(N-tert-butylsulfinyl)piperidine and its enantiomer is detailed. The sequence requires only two synthetic operations with one-column chromatography and is readily scaled up. The versatility of these chiral building blocks was exemplified by the total or formal synthesis of some natural and unnatural alkaloids.
authors: Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain.
authors: Irene
authors: I
authors: Bosque
authors: José C
authors: JC
authors: González-Gómez
authors: Francisco
authors: F
authors: Foubelo
authors: Miguel
authors: M
authors: Yus
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010880:Piperidines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D010880:Piperidines; C032727:piperidine