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Ultrafast Iron‐Catalyzed Reduction of Functionalized Ketones: Highly Enantioselective Synthesis of Halohydrines, Oxaheterocycles, and Aminoalcohols
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-07-11 , DOI: 10.1002/anie.201806196
Clemens K. Blasius 1 , Vladislav Vasilenko 1 , Lutz H. Gade 1
Affiliation  

A molecularly defined chiral boxmi iron alkyl complex catalyzes the hydroboration of various functionalized ketones and provides the corresponding chiral halohydrines, oxaheterocycles (oxiranes, oxetanes, tetrahydrofurans, and dioxanes) and amino alcohols with excellent enantioselectivities (up to >99 %ee) and conversion efficiencies at low catalyst loadings (as low as 0.5 mol %). Turnover frequencies of greater than 40000 h−1 at −30 °C highlight the activity of this earth‐abundant metal catalyst which tolerates a large number of functional groups.

中文翻译:

超快铁催化还原功能化酮:卤代醇,氧杂杂环和氨基醇的高度对映选择性合成

分子定义的手性boxmi铁烷基络合物催化各种官能化酮的氢硼化,并提供相应的手性卤代醇,氧杂杂环(环氧乙烷,氧杂环丁烷,四氢呋喃和二恶烷)和氨基醇,具有出色的对映选择性(高达> 99%ee)和转化效率在低催化剂负载量(低至0.5 mol%)下。在−30°C时,周转频率大于40000 h -1突显了这种富含地球的金属催化剂的活性,该催化剂可耐受许多官能团。
更新日期:2018-07-11
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