Journal
TOPICS IN CATALYSIS
Volume 25, Issue 1-4, Pages 43-61Publisher
SPRINGER/PLENUM PUBLISHERS
DOI: 10.1023/B:TOCA.0000003097.41136.26
Keywords
diastereoselectivity; hydrogenation; heterogeneous catalysts; precious metal; chiral auxiliary
Categories
Ask authors/readers for more resources
The diastereoselective hydrogenation catalyzed by heterogeneous metallic catalysts uses a covalently bound chiral auxiliary to induce the chirality. It remains an active synthetic methodology in the asymmetric synthesis of chiral products and may proceed with high diastereoselectivity. This review describes recent examples using this method, such as hydrogenation of C=C, C=O, and C=N bonds. The use of a chiral auxiliary group has also been successfully applied to the hydrogenation of aromatic and heteroaromatic rings. The choice of the chiral auxiliary was found to play a key role in the asymmetric hydrogenation. The results could be explained in terms of steric effect, with a preferred conformation of the adduct substrate and the addition occurring from the less bulky side. The catalytic metal, the support and the presence of additives were also found to have a significant influence.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available