Chemo- and Stereoselective Iron-Catalyzed Hydrosilylation of Ketones

被引:97
作者
Addis, Daniele [1 ]
Shaikh, Nadim [1 ]
Zhou, Shaolin [1 ]
Das, Shoubhik [1 ]
Junge, Kathrin [1 ]
Beller, Matthius [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
关键词
asymmetric synthesis; enantioselectivity; hydrosilylation; iron; ketones; ASYMMETRIC TRANSFER HYDROGENATION; BIOMIMETIC TRANSFER HYDROGENATION; TRANSITION-METAL-COMPLEXES; ENANTIOSELECTIVE HYDROSILYLATION; CARBONYL-COMPOUNDS; REDUCTION; EFFICIENT; LIGANDS; POLYMETHYLHYDROSILOXANE; COORDINATION;
D O I
10.1002/asia.201000064
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reduction of ketones with polymethylhydrosiloxane (PMHS) gives the corresponding alcohols in good to excellent yield applying iron-based catalyst systems. In the case of prochiral ketones, the use of Fe(OAc)(2)/(S,S)-Me-DuPhos leads to high enantioselectivity up to 99% ee. The reaction proceeds in the presence of several functional groups such as esters, halides as well as conjugated double bonds, with high chemoselectivity. The advantage of this protocol is that the reaction requires no activating agents or additives.
引用
收藏
页码:1687 / 1691
页数:5
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