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Asymmetric Halogenation of Olefins Involving Intermolecular Nucleophiles (HALOCHIRAL)
Date du début: 1 août 2012, Date de fin: 31 juil. 2014 PROJET  TERMINÉ 

"Chirality is fundamental to the vast majority of molecular recognition processes. Therefore, asymmetric synthesis is a cornerstone in the efficient production of modern pharmaceuticals and many other chemicals. Despite ongoing efforts, however, the asymmetric halogenation of olefins using intermolecular nucleophiles has not been achieved with useful enantiomeric excess ratios. The development of a feasible approach has challenged the field to the day. It is highly desirable for the tremendous expansion of scope it would offer regarding both olefins and nucleophiles applicable. This new reaction type also bears huge potential of generating complexity from relatively simple achiral starting materials, eliminating the need for complicated synthesis of the latter.In this IEF project, a new method for the asymmetric halogenation of olefins involving intermolecular attack of the nucleophile will be developed. The ligand-based tuning of the stability of the halonium complexes of the olefins will allow for chiral induction even during the attack of an intermolecular nucleophile.To achieve this goal, the fellow will combine his knowledge on synthesis and modern solution NMR techniques with the excellent infrastructure provided by the host institute. He will profit by strengthening his background in the elucidation of molecular interactions by NMR and from the large number of additional competencies he will acquire during his work, especially in the area of advanced (chiral) HPLC, UV spectroscopic kinetic studies and the expertise on asymmetric synthesis he will gain.He will be able to raise his profile by high-impact publications on this hot topic that still leaves room for genuinely new findings. His chances of reaching an independent position in science will benefit greatly from his strengthened CV as well as from the extended network of scientific contacts he will be able to make at the very international host and upon visiting scientific conferences."