Asymmetric synthesis of erythro- and threo-2-(1-hydroxyalkyl)piperidines via iodocyclocarbamation of 1-acyl-2-alkenyl-1,2,3,6-tetrahydropyridines

Tetrahedron Letters

Volumn 41, Issue 16, 2000, Pages 2839-2842

  Comins, Daniel L ^a   Williams, Alfred L ^a  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

Author keywords

Alkaloids; Asymmetric synthesis; Dihydropyridones; Iodocyclocarbamation; Pyridinium salts

Indexed keywords

1 ACYL 2 ALKENYL 1,2,3,6 TETRAHYDROPYRIDINE; 2 (1 HYDROXYALKYL)PIPERIDINE; PYRIDINE DERIVATIVE; PYRIDINIUM DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHIRALITY; DRUG SYNTHESIS; HYDROGENATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0034655497     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00298-7     Document Type: Article

References (19)

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11. (b) Both (+)- and (-)-TCC alcohols are available from the Aldrich Chemical Co.
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16. 3) δ 75.4, 61.1, 46.6, 29.1, 26.4, 24.5, 10.2.
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18. 3) δ 70.5, 54.5, 44.0, 26.9, 25.8, 24.3, 10.5.
19. 13C NMR spectra and elemental analysis or high-resolution mass spectra.