3 years ago

[ASAP] Hydroxy Group Directed Catalytic Hydrosilylation of Amides

[ASAP] Hydroxy Group Directed Catalytic Hydrosilylation of Amides
Jizhi Ni, Tsubasa Oguro, Taka Sawazaki, Youhei Sohma, Motomu Kanai
Chemo- and site-selective hydrosilylation of α- or β-hydroxy amides using organocatalyst B(C6F5)3 and commercially available hydrosilanes is described. This transformation is operative under mild conditions and tolerates a wide range of functional groups. The reaction was applied for selective reduction of a specific amide group of the therapeutically important cyclic peptide cyclosporin A, demonstrating the potential usefulness of this catalytic method in late-stage structural transformations of drug lead molecules.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.8b03014

DOI: 10.1021/acs.orglett.8b03014

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