55700-36-2Relevant academic research and scientific papers
SYNTHESIS AND NMR-STUDY OF EPIMERIC PAIRS OF 2,3-DIHYDRO- AND 2,3,6,7-TETRAHYDROTABERSONINE AND THEIR DERIVATIVES
Zsadon, B.,Balogh, Emilia R.,Kassay, Viktoria B.,Sohar, P.,Csampai, A.
, p. 183 - 192 (2007/10/02)
The biologically prospective 2βH,3βH- and 2βH,3αH-derivatives of tabersonine 1, (-)-vincadifformine (6,7-dihydro-tabersonine) 2 as well as their 15-nitro and 15-bromo substituted analogues were synthesized by a modified regioselective method with zinc.Most of the products 3a,b-8a,b are new alkaloid derivatives which have special importance in pharmacological applications.According to their 1H and 13C NMR investigations including differential nuclear Overhauser effect (DNOE) measurements, in contrast to the conclusions published earlier, ring C has boat form carrying equatorial 3α-COOMe group in the 2βH,3βH derivatives, whereas in the 2βH,3αH epimers ring C has their conformation with equatorially positioned 3β-COOMe group on it.
Reduction and N-alkylation of α-methylene-indolines with sodium cyanoborohydride in carboxylic acids
Balogh,Zsadon,Csampai,Pal
, p. 701 - 707 (2007/10/02)
The reaction of α-methylene-indolines with NaCNBH3 in carboxylic acids at room temperature can yield either 2β,3β-dihydro-indolines or their N- alkyl derivatives as main products with high selectively, depending mainly on the carboxylic acid and on the reaction time when using a large excess of NaCNBH3.
