Structure of argentamine
ConclusionsOn the basis of chemical transformations and the UV, IR, and mass spectra of argentamine, isolated from the epigeal part ofAmmodendron argenteum O. Ktze, the structure of (—)-13-hydroxythermopsine has been proposed as the the most probable one for it. It has been shown that argentamine and baptifoline are epimeric at C11.
Lupinen‐Alkaloide, XI. Die Alkaloide aus Sophora flavescens
Neben Matrin und seinem N-Oxyd werden Methylcytisin, Anagyrin, Baptifolin und ein neues Alkaloid, ein Hydroxymatrin, aus den Wurzeln von Sophora flavescens isoliert. Die Konstitution des als Sophoranol bezeichneten Hydroxy-matrins ergibt sich aus der Identitat mit einem aus Matrin synthetisch dargestellten Carbinol.
Highly enantio- and diastereoselective synthesis of β-methyl-γ-monofluoromethyl-substituted alcohols.
Enanatiopure β-methyl-γ-monofluoromethyl alcohols were prepared from the allylic alkylation between fluorobis(phenylsulfonyl)methane with Morita-Baylis-Hillman carbonates. The reaction was catalyzed by using the Cinchona alkaloid derivative, (DHQD)(2)AQN. The origin of the stereoselectivity was verified by DFT methods. Calculated geometries and relative energies of various transition states strongly support the observed stereoselectivity.