Ru-catalyzed highly enantioselective hydrogenation of α-keto Weinreb amides

• 作 者: ZHAO MengMeng LI WanFang MA Xin FAN WeiZheng TAO XiaoMing LI XiaoMing XIE XiaoMin ZHANG ZhaoGuo
• 机 构: School of Chemistry and Chemical Engineering,Shanghai Jiao Tong University,Shanghai Institute of Org
• 出 处: Science China(Chemistry)
• 发表日期: 2013年03期
• 关键词: hydrogenation catalyzed benzene methoxy esters chiral additive carbonyl substitu

Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru((S)-Sunphos)(benzene)Cl]Cl as the catalyst and CeCl 3·7H2O as the additive.A series of enantiopure α-hydroxy Weinreb amides(up to 97% ee) have been obtained.Catalytic amount of CeCl3·7H2O is essential for the high reactivity and enantioselectivity and the ratio of CeCl3·7H2O to [Ru((S)-Sunphos)(benzene)Cl]Cl plays an important role in the hydrogenation reaction.

Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru ((S) -Sunphos) benzene] Cl as the catalyst and CeCl 3 · 7H2O as the additive. A series of enantiopure α-hydroxy Weinreb amides (up to 97% ee) have been obtained. Catalyst amount of CeCl3 · 7H2O is essential for the high reactivity and enantioselectivity and the ratio of CeCl3 · 7H2O to [Ru ((S) -Sunphos) benzene] Cl] Cl plays an important role in the hydrogenation reaction.