183058-01-7Relevant academic research and scientific papers
Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions
Haubenreisser, Stefan,W?ste, Thorsten H.,Martnez, Claudio,Ishihara, Kazuaki,Muiz, Kilian
, p. 413 - 417 (2016/01/25)
Molecular structures of the most prominent chiral non-racemic hypervalent iodine(III) reagents to date have been elucidated for the first time. The formation of a chirally induced supramolecular scaffold based on a selective hydrogen-bonding arrangement provides an explanation for the consistently high asymmetric induction with these reagents. As an exploratory example, their scope as chiral catalysts was extended to the enantioselective dioxygenation of alkenes. A series of terminal styrenes are converted into the corresponding vicinal diacetoxylation products under mild conditions and provide the proof of principle for a truly intermolecular asymmetric alkene oxidation under iodine(I/III) catalysis.
Nucleophilic reactions between cyclic 1,2-sulfites and chloride ions
Nymann, Kirsten,Jensen, Linda,Svendsen, John S.
, p. 832 - 841 (2007/10/03)
When cyclic 1,2-sulfites are ring opened by chloride ion, the chlorohydrins are formed with low regio- and stereo-selectivity. The mechanisms involved in the process were investigated by measuring the stereochemical outcome of the reactions. The results showed that reversible inversion pathways (SN2 reactions) and a retention pathway (SN2i reaction) gave rise to the loss in ee in both the chlorohydrins and in the cyclic 1,2-sulfites. Acta Chemica Scandinavica 1996.
