Stereoselective Synthesis of Optically Active Hydrobenzoins via Asymmetric Hydrogenation of Benzils with Ru(OTf)(TsDPEN)(η⁶‐cymene) as the Pre‐catalyst

Abstract

Optically active hydrobenzoins are very important building blocks for further derivation of biologically active complexes, natural products, and pharmaceutical compounds. In this paper, A practical approach has been developed for asymmetric hydrogenation of benzils with Ru(OTf)(TsDPEN)(η6‐cymene) as a pre‐catalyst in methanol. Therefore, a series of chiral hydrobenzoins was synthesized in good yields with good to moderate diastereoselectivities and good to excellent enantioselectivities.

Synergetic Catalytic Effects in Tri‐Component Mesostructured Ru–Cu–Ce Oxide Nanocomposite in CO Oxidation

“…Recently, we also reported that Ru(OTf)(TsDPEN)( η 6 ‐ p ‐cymene) (Cat. I ) [TfO − =trifluoromethanesulfonate, TsDPEN= N ‐( p ‐toluenesulfonyl)‐1,2‐diphenylethylenediamine] efficiently catalyzed the AH of benzils in methanol, to furnish chiral hydrobenzoins in good yields with excellent enantioselectivities 12i. The highly polarized catalyst I was found to easily ionize in methanol solution, to provide the active Ru cationic species [Ru(TsDPEN)( η 6 ‐ p ‐cymene)] + that has been proven to be of crucial importance for the catalytic activity 12a,b,14.…”

Progress in Asymmetric Catalytic Reduction of Diketones

“…2012 年, 王兴旺课题组 [11] 使用不含三价膦配体的 双胺金属钌配合物 Ru(OTf)(TsDPEN)(η 6 -cymene) (Ru/3) 作为催化剂, 成功实现了各类 1,2-二芳基乙二酮的不对 称氢化反应. 作者首先对各类催化剂、溶剂、反应温度 和氢气压力进行了详细的筛选, 确立了最佳的反应条 件: 甲醇为溶剂, 氢气压力为 3 MPa, 反应温度为室温.…”