Stereochemical studies of the hydrogenation with an asymmetrically modified Raney nickel catalyst. The hydrogenation of acetylacetone.

A Tai, K Ito, T Harada

Index: Tai, Akira; Ito, Kazuhisa; Harada, Tadao Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 1 p. 223 - 227

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Citation Number: 41

Abstract

The hydrogenation of acetylacetone (I) over asymmetrically modified Raney nickel (MRNi) proceeded, step by step, as follows: acetylacetone (I)\ oversetStep 1→ 4-hydroxy-2- pentanone (II)\ oversetStep 2→ 2, 4-pentanediol (III). It was demonstrated that the optical yield of Step 1 and the diastereomer excess of Step 2 are governed by the ratio of the stereo- differentiating reaction site to the non-stereo-differentiating reaction site on the catalyst. ...