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Stereochemistry of hydroboration of 3(or 5)-methyl-4-phenyl-1,2,5,6-tetrahydropyridines
Authors:M.A. Iorio  G. Nuñez Barrios  E. Menichini  A. Mazzeo-Farina
Affiliation:Istituto Superiore di Sanità, Laboratories of Therapeutical Chemistry and Laboratories of Chemistry, Rome, Italy
Abstract:Hydroboration of N-substituted 5 - methyl - 4 - phenyl - 1,2,5,6 - tetrahydropyridines gave, as a sole product, the 5-methyl-4-phenyl-3-piperidinols, while the 3 - methyl - 4 - phenyl - 1,2,5,6 - tetrahydropyridines gave the 3-methyl-4-phenyl-3-piperidinols together with the 4-boryl-3-methyl-4-phenylpiperidine amine boranes. Structural and configurational assignments were made through the analysis of spectral data (IR, 1H NMR and MS).
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