Work

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

Year: 2019

Type: review

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, Brønsted 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.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201814471

Authors: Mario P. Wiesenfeldt, Zackaria Nairoukh, Toryn Dalton, Frank Glorius

Institution: University of Münster

Language: English

Topic: Asymmetric Hydrogenation and Catalysis

Subfield: Inorganic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,000

Funders: Deutsche Forschungsgemeinschaft, Studienstiftung des Deutschen Volkes, European Research Council