Selective Arene Hydrogenation for Direct Access to Saturated Carbo- and Heterocycles

Citation:

Mario P. Wiesenfeldt, Zackaria Nairoukh, Toryn Dalton, and Frank Glorius. 2019. “Selective Arene Hydrogenation for Direct Access to Saturated Carbo- and Heterocycles.” Angew. Chem. Int. Ed. 2019, 58, 10460 – 10476. Publisher's Version

Abstract:

Abstract Arene hydrogenation provides direct access to saturated carbo- and heterocycles and thus its strategic application may be used to shorten synthetic routes. This powerful transformation is widely applied in industry and is expected to facilitate major breakthroughs in the applied sciences. The ability to overcome aromaticity while controlling diastereo-, enantio-, and chemoselectivity is central to the use of hydrogenation in the preparation of complex molecules. In general, the hydrogenation of multisubstituted arenes yields predominantly the cis isomer. Enantiocontrol is imparted by chiral auxiliaries, Br?nsted acids, or transition-metal catalysts. Recent studies have demonstrated that highly chemoselective transformations are possible. Such methods and the underlying strategies are reviewed herein, with an emphasis on synthetically useful examples that employ readily available catalysts.

Notes:

https://doi.org/10.1002/anie.201814471
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Last updated on 05/19/2021