34603-52-6Relevant academic research and scientific papers
TRANSITION METAL MEDIATED ASYMMETRIC SYNTHESIS, PART 15. DIRECTING GROUP COMPETITION IN ORGANOIRON INTERMEDIATES IN THE SYNTHESIS OF (+/-)-O-METHYLJOUBERTIAMINE
Stephenson, G. Richard,Finch, Harry,Owen, David A.,Swanson, Stephen
, p. 5649 - 5662 (1993)
Directing groups work first in concert and then in competition to control the introduction of aryl and 2-dimethylaminoethyl groups by a sequence of two nucleophile additions to cationic tricarbonyl(η5-cyclohexadienyl)iron(1+) intermediates in a
Concise Total Syntheses of (±)-Joubertiamine, (±)- O -Methyljoubertiamine, (±)-3′-Methoxy-4′- O -methyljoubertiamine, (±)-Mesembrane, and (±)-Crinane
Das, Mrinal Kanti,De, Subhadip,Bisai, Alakesh
, p. 2093 - 2104 (2016/07/06)
A method to access cis-3a-aryloctahydroindole alkaloids has been developed through a key strategy involving Eschenmoser-Claisen rearrangement of allylalcohol. This approach gives us an opportunity to access the all-carbon quaternary center required for ci
Synthesis of (+/-)-Mesembranol and (+/-)-O-Methyljoubertiamine. Aza-Ring Expansion of cis-Bicyclooctanones
Jeffs, Peter W.,Cortese, Nicholas A.,Wolfram, Joachim
, p. 3881 - 3886 (2007/10/02)
The Syntheses of (+/-)-mesembranol (1) and (+/-)-O-methyljoubertiamine (2) are described.Each synthesis is developed from a regio- and stereospecific heteroannelation sequence of the respective 1-arylcyclohexanes 4 and 10 to provide the 3a-aryl-cis-octahy
TOTAL SYNTHESIS OF SCELETIUM (AIZOACEAE) ALKALOIDS. THE CINNAMONITRILE ROUTE. THE TOTAL SYNTHESIS OF RACEMIC O-METHYL JOUBERTIAMINE AND MESEMBRINE
Sanchez, Ignacio H.,Tallabs, F. Ramon
, p. 891 - 894 (2007/10/02)
A new method of synthesis of Sceletium (Aizoaceae) alkaloids based on the introduction of a "formyl anion" equivalent at the β-position of a cinnamonitrile, followed by Robinson annulation and final modification of the resulting cyanomethyl side is described.The method has been succesfully applied to the total synthesis of racemic O-methyljoubertiamine (1) and mesembrine (2).
Applications of Substituted Arylacetaldehydes in the Total Synthesis of seco-Mesembrane Alkaloids. Part 1. The Total Synthesis of (+/-)-O-Methyljoubertiamine
Forbes, Craig P.,Schoeman, Wentzel J.,Strauss, Heinrich F.,Venter, Elize M. M.,Wenteler, George L.,Wiechers, Adriaan
, p. 906 - 910 (2007/10/02)
The substituted arylacetaldehyde 2-(p-methoxyphenyl)-5-dimethylaminobutanol (1a) is shown to serve as a precursor in the total synthesis of the seco-mesembrane alkaloid (+/-)-O-methyljoubertiamine (2; R1R2=O, R3=Me, Δ
