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手性螺环氨基膦配体铱配合物催化的α-芳亚甲基环烷酮的高对映选择性氢化。

Highly enantioselective hydrogenation of alpha-arylmethylene cycloalkanones catalyzed by iridium complexes of chiral spiro aminophosphine ligands.

机构信息

State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China.

出版信息

J Am Chem Soc. 2010 Apr 7;132(13):4538-9. doi: 10.1021/ja100652f.

Abstract

The highly efficient asymmetric hydrogenation of alpha-arylmethylene cycloalkanones catalyzed by Ir-complexes of chiral spiro aminophosphine ligands was developed, providing chiral exo-cyclic allylic alcohols at high yields with excellent enantioselectivities (up to 97% ee) and high turnover numbers (S/C up to 10,000). This new reaction provided an efficient method for the synthesis of the key intermediate of the active form of the anti-inflammatory loxoprofen.

摘要

手性螺环氨基膦配体铱配合物高效催化α-芳亚甲基环烷酮的不对称氢化反应,以高产率和优异的对映选择性(高达 97%ee)和高周转数(S/C 高达 10000)提供手性外环烯丙醇。该新反应为合成抗炎药洛索洛芬的活性形式的关键中间体提供了一种有效的方法。

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