<br/><br/>Hypervalent iodine reagents (HIR) have been known since the late 19th century. Recently, interest in this area has intensified due to their mild reactivity, high selectivity, and commercial availability. In particular, the emergence of catalytic and enantioselective processes with iodine(III) species is starting to make these compounds competitive with metal catalysis. One way to impart enantiocontrol is to attach the active iodoarene site to chiral information, such as a short peptide sequence consisting of 5 to 6 amino acids. The modularity and facile preparation of peptides facilitates the synthesis and evaluation of numerous catalyst structures in a timely manner. The goal of this research is to merge the fields of hypervalent iodine chemistry with peptide-mediated asymmetric catalysis to facilitate the implementation of hypervalent aryl-iodo peptides for the catalytic diacetoxylation of alkenes and the oxidative cyclization of a keto-acid to a ketolactone.

Functional peptides for enantioselective hypervalent iodine(III)-mediated chemistry

2019 Spring National Meeting

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