Chiral Oxazaborolidine-Catalyzed Asymmetric Borane Reduction of Alkyl 4-Dialkylaminophenyl Ketones
✍ Scribed by Jia-Xi Xu; Yu Lan; Tie-Zheng Wei; Qi-Han Zhang
- Publisher
- John Wiley and Sons
- Year
- 2006
- Weight
- 20 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0931-7597
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## Abstract A group of α‐ and β‐__N, N__‐dialkyl amino ketones were reduced enantioselectively by 2 moles of borane‐tetrahydrofuran in the presence of 10 mol% of the __in‐situ__ formed chiral oxazaborolidine, followed by diluted hydrochloric acid. The resulting amino alcohol‐borane complexes were t
## Abstract The effect of borane source on enantioselectivity in the enantiopure oxazaborolidine‐catalyzed asymmetric borane reduction of ketones has been investigated by using (__S__)‐3,1,2‐oxazaborobicyclo[3.3.0]octane and (__S__)‐7,3,1,2‐thiaxazaborobicyclo[3.3.0]octane as catalysts. The results
## Abstract The secondary reduction in the direct and oxazaborolidine‐catalyzed asymmetric borane reduction of ketones was investigated by the use of GC/MS tracing titration and control experiments. The results indicate that the secondary reduction affects the enantioselectivity only in noncoordina
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