Doklady Chemistry

trans-dihydroxypiperidines: Synthesis, stereochemistry, and anti-HIV activity

…, ZG Nosan', IS Veselov, LD Ashkinadze, EV Karamov…

Index: Grishina; Borisenko; Nosan'; Veselov; Ashkinadze; Karamov; Kornilaeva; Zefirov Doklady Chemistry, 2003 , vol. 391, # 4-6 p. 195 - 199

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Citation Number: 6

Abstract

N-substituted trans-3, 4-dihydroxypiperidines 1–12 were synthesized by trans-hydroxylation of two series of tetrafluoroborates or trifluoroacetates of C-and N-substituted 1, 2, 5, 6- tetrahydropyridines (THPs) 13–24 by treatment with trifluoroperacetic acid or free THP bases by treatment with performic acid. Under these conditions, the nitrogen atom is blocked, which prevents the formation of N oxides deactivating the double bond.