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二苯甲酮选择性加氢制二苯甲醇。不对称二芳基甲醇的不对称合成。

Selective hydrogenation of benzophenones to benzhydrols. Asymmetric synthesis of unsymmetrical diarylmethanols.

作者信息

Ohkuma T, Koizumi M, Ikehira H, Yokozawa T, Noyori R

机构信息

Department of Chemistry and Research Center for Materials Science, Nagoya University, Chikusa, Japan.

出版信息

Org Lett. 2000 Mar 9;2(5):659-62. doi: 10.1021/ol9904139.

DOI:10.1021/ol9904139
PMID:10814403
Abstract

[reaction: see text] trans-RuCl2[P(C6H4-4-CH3)3]2(NH2CH2CH2NH2) acts as a highly effective precatalyst for the hydrogenation of a variety of benzophenone derivatives to benzhydrols that proceeds smoothly at 8 atm and 23-35 degrees C in 2-propanol containing t-C4H9OK with a substrate/catalyst ratio of 2000-20000. Use of a BINAP/chiral diamine Ru complex effects asymmetric hydrogenation of various ortho-substituted benzophenones and benzoylferrocene to chiral diarylmethanols with consistently high ee.

摘要

[反应:见正文] 反式-RuCl2[P(C6H4-4-CH3)3]2(NH2CH2CH2NH2)作为一种高效的预催化剂,可将多种二苯甲酮衍生物氢化为二苯甲醇,该反应在8个大气压和23至35摄氏度下,于含有叔丁醇钾的2-丙醇中顺利进行,底物/催化剂比例为2000至20000。使用联萘二苯膦/手性二胺钌配合物可实现各种邻位取代二苯甲酮和苯甲酰基二茂铁向手性二芳基甲醇的不对称氢化,对映体过量值始终很高。

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