Reversing the role of the metal[bond]oxygen pi-bond. Chemoselective catalytic reductions with a rhenium(V)-dioxo complex.

Abstract

The metal-oxygen bond plays a critical role in some of the most important biological and synthetic reactions. However, the majority of these processes result in the oxidation of the target organic substrate; applications of this class of metal complexes to other organic transformations are extremely rare. In this paper, we report a new type of catalytic process in which complexes with metal-oxygen multiple bonds are used as reductants rather than oxidants. The overall reaction provides a highly chemoselective reduction/protection of carbonyl groups. In addition to providing a new way of catalyzing organic reactions, these catalysts can be used in the presence of a wide range of other functional groups such as amino, cyano, nitro, aryl halo, ester, and alkene; unlike many of their late metal relatives, they are inexpensive as well as air and moisture tolerant.

Cite this paper

@article{KennedySmith2003ReversingTR, title={Reversing the role of the metal[bond]oxygen pi-bond. Chemoselective catalytic reductions with a rhenium(V)-dioxo complex.}, author={Joshua J. Kennedy-Smith and Kristine A. Nolin and Haluna P. Gunterman and F Dean Toste}, journal={Journal of the American Chemical Society}, year={2003}, volume={125 14}, pages={4056-7} }