1965
DOI: 10.1002/hlca.19650480516
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Zur absoluten Konfiguration von Cassain

Abstract: Volumen 48, Fasciculus 5 (1965) -No. 119 LITERATURVERZEICHNI S I ) Auszug itus der Diss. E. ISELI, Hasel 1963. 2, 30. Mitt. vgl. E. ISELI ct al. [l].

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Cited by 32 publications
(19 citation statements)
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“…Plant material and cell culture conditions Cells of Catharanthus roseus (L.) 0. Don derived from a single seedling (4) were routinely transferred every eight days into 100 ml of fresh medium according to (10)…”
Section: Methodsmentioning
confidence: 99%
“…Plant material and cell culture conditions Cells of Catharanthus roseus (L.) 0. Don derived from a single seedling (4) were routinely transferred every eight days into 100 ml of fresh medium according to (10)…”
Section: Methodsmentioning
confidence: 99%
“…HMBC correlations from H-5 (Scheme 1) to the carbons at δ C 209.6 (C-6), 36.2 (C-4), 74.8 (C-7), 44.0 (C-9) and 76.4 (C-3) confirmed the substitution pattern of ring B. The expected E configuration of the 13,18 double bond [5,[7][8][9] is evident from the deshielding effect of the side chain carbonyl function (δ C 168.8) of one of the two allylic protons (δ H 2.09 and 2.76) at C-12 (δ C 23.3). The two methylene proton signals at δ H 3.50 (t, J = 6 Hz) and 3.70 (t, J = 6 Hz) were clearly visible on the 1 H-1 H COSY spectrum as an isolated correlation system It is noteworthy that the signals of H-18, N-methyl, N-methylene and O-methylene groups were doubled, as expected, in both the 1 H and 13 C NMR spectra of 1 and 2 as a result of restricted rotation about the amide bond [10].…”
Section: Resultsmentioning
confidence: 90%
“…The compounds 5a, 5c, and 5d showed similar chemical shifts and coupling constants, revealing equatorial disposi tion of the ester moiety. A n equatorial disposition of the ester moiety was expected to lead to £-alkylidene isomers [7] which was authenticated by N O E difference measurements. In each case, strong N O E interactions were observed between olefinic protons and the m ethylene protons of the ethoxy groups, thereby revealing their spatial proximity.…”
Section: Resultsmentioning
confidence: 99%