A Highly cis‐Selective and Enantioselective Metal‐Free Hydrogenation of 2,3‐Disubstituted Quinoxalines
Authors:
- 13 November 2014
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition
- Vol. 54 (2) , 623-626
Abstract
A wide range of 2,3‐disubstituted quinoxalines have been successfully hydrogenated with H2 using borane catalysts to produce the desired tetrahydroquinoxalines in 80–99 % yields with excellent cis selectivity. Significantly, the asymmetric reaction employing chiral borane catalysts generated by the in situ hydroboration of chiral dienes with HB(C6F5)2 under mild reaction conditions has also been achieved with up to 96 % ee, and represents the first catalytic asymmetric system to furnish optically active cis‐2,3‐disubstituted 1,2,3,4‐tetrahydroquinoxalines.Keywords
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