Ultrafast iron-catalyzed reduction of functionalized ketones: highly enantioselective synthesis of halohydrines, oxaheterocycles, and aminoalcohols$ddedicatedvto Professor Dietmar Stalke on the occasion of his 60th birthday

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 &...

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Bibliographic Details
Main Authors: Blasius, Clemens K. (Author) , Vasilenko, Vladislav (Author) , Gade, Lutz H. (Author)
Format: Article (Journal) Festschrift
Language:English
Published: July 11, 2018
In: Angewandte Chemie. International edition
Year: 2018, Volume: 57, Issue: 32, Pages: 10231-10235
ISSN:1521-3773
DOI:10.1002/anie.201806196
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Online Access:Verlag, Volltext: https://doi.org/10.1002/anie.201806196
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201806196
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Author Notes:Clemens K. Blasius, Vladislav Vasilenko, and Lutz H. Gade
Description
Summary: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.
Item Description:Gesehen am 13.09.2019
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201806196