Journal of Organic & Inorganic Chemistry

Diastereoselective Catalytic Hydrogenation

The diastereoselective catalytic hydrogenation (DCH) 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 contains an account of previous as well as recent developments in catalytic, asymmetric processes reported for the reduction 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.

Author(s):

Rehana Kousar*1, Naghmana Rashid2

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