Journal ArticleDOI
Carbon-13 nuclear magnetic resonance spectroscopy of naturally occurring substances. 56. Strychnos alkaloids
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This article is published in Journal of Organic Chemistry.The article was published on 1978-03-01. It has received 45 citations till now. The article focuses on the topics: Nuclear magnetic resonance spectroscopy & Strychnos.read more
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Enantioselective Total Synthesis of (−)-Strychnine Using the Catalytic Asymmetric Michael Reaction and Tandem Cyclization
TL;DR: The enantioselective total synthesis of (-)-strychnine was accomplished through the use of the highly practical catalytic asymmetric Michael reaction as well as a tandem cyclization that simultaneously constructed B- and D-rings.
Journal ArticleDOI
Enantioselective total synthesis of (−)-strychnine: development of a highly practical catalytic asymmetric carbon–carbon bond formation and domino cyclization
TL;DR: In this paper, an enantioselective total synthesis of (−)-strychnine was achieved through the use of the highly practical catalytic asymmetric Michael reaction (0.1 mol% of ( R )-ALB, greater than kilogram scale, without chromatography, 91% yield and >99% ee), and a domino cyclization that simultaneously constructed the B and D- rings of strychnines (>77% yield).
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Studies on the synthesis of pentacyclic strychnos indole alkaloids. photocyclization of n-chloroacetyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole derivatives
TL;DR: In this paper, the pyrrolidine ring of pentacyclic Strychnos indole alkaloids was constructed using photocyclization of 2-chloroacetyl-1,2,3,4,5,6-hexahydro-1 and 5-methanoazocino[4,3-b]indole.
Journal ArticleDOI
DFT computational schemes for 1H and 13C NMR chemical shifts of natural products, exemplified by strychnine
TL;DR: A number of computational schemes based on different Density Functional Theory (DFT) functionals in combination with a number of basis sets were tested in the calculation of 1H and 13C NMR chemical shifts of strychnine, and it was found that the most accurate computational scheme was PBE0/pcSseg‐4//pcSEg‐3.
Journal ArticleDOI
13C NMR des alcaloïdes des Strychnos: Les dérivés de l'harmane et de l'usambarensine
TL;DR: In this paper, the 13C NMR spectra of some tertiary and quaternary indole alkaloids are recorded and the signals assigned and the graphic interpretation of off-resonance spectra and substituent shielding effects together with the effect of Nb-methylation are utilized in the spectral interpretation.