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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2018,130(32):10388-10392
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. 相似文献
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Inha Cho Christopher K. Prier Zhi‐Jun Jia Ruijie K. Zhang Tams Grbe Frances H. Arnold 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(10):3170-3174
Chiral 1,2‐amino alcohols are widely represented in biologically active compounds from neurotransmitters to antivirals. While many synthetic methods have been developed for accessing amino alcohols, the direct aminohydroxylation of alkenes to unprotected, enantioenriched amino alcohols remains a challenge. Using directed evolution, we have engineered a hemoprotein biocatalyst based on a thermostable cytochrome c that directly transforms alkenes to amino alcohols with high enantioselectivity (up to 2500 TTN and 90 % ee) under anaerobic conditions with O‐pivaloylhydroxylamine as an aminating reagent. The reaction is proposed to proceed via a reactive iron‐nitrogen species generated in the enzyme active site, enabling tuning of the catalyst's activity and selectivity by protein engineering. 相似文献
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