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