623938-89-6Relevant academic research and scientific papers
Total synthesis and elucidation of the absolute configuration of the diterpene tonantzitlolone
Jasper, Christian,Wittenberg, Ruediger,Quitschalle, Monika,Jakupovic, Jasmin,Kirschning, Andreas
, p. 479 - 482 (2007/10/03)
(Chemical Equation Presented) The first enantioselective total synthesis of tonantzitlolone, a novel 15-membered macrocyclic diterpene, utilized a Julia olefination, a highly selective, potassium enolate-based anti-Felkin aldol reaction, and an E-selectiv
Polymer-Supported Bisacetoxybromate(I) Anion - An Efficient Co-Oxidant in the TEMPO-Mediated Oxidation of Primary and Secondary Alcohols
Bruenjes, Marco,Sourkouni-Argirusi, Georgia,Kirschning, Andreas
, p. 635 - 642 (2007/10/03)
A polymer-bound reagent for the efficient oxidation of primary alcohols to aldehydes and secondary alcohols to ketones in the presence of a catalytic amount of 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) is described. The oxidation process is particular mild and allows one to prepare aldehydes with α-chirality without racemization. This also includes the synthesis of α-aminoaldehydes. In most cases, work-up of this heavy metal-free oxidation is achieved by simple filtration followed by removal of the solvent. Insight into the role of the bromate(I) anion in the oxidation process was gained from the TEMPO-mediated oxidation of benzaldehyde in the presence of the hypochlorite anion loaded on an anion exchange resin.
