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Synlett 2016; 27(20): 2756-2760
DOI: 10.1055/s-0036-1588632
DOI: 10.1055/s-0036-1588632
synpacts
Efficient Enrichment of Chiral β-Sulfonyl Ketones through Asymmetric β-Elimination
Weitere Informationen
Publikationsverlauf
Received: 24. August 2016
Accepted after revision: 30. September 2016
Publikationsdatum:
20. Oktober 2016 (online)
![](https://www.thieme-connect.de/media/synlett/201620/lookinside/thumbnails/st-2016-p0559-sp_10-1055_s-0036-1588632-1.jpg)
Abstract
Chiral sulfones are important functionalities of various interesting organic compounds. Herein we reported a catalytic enantioselective β-elimination reaction for the first time and realized the kinetic resolution of racemic β-sulfonyl ketones. The resulted enones could be recovered to re-perform the catalytic resolution. This protocol overcame the yield limitation of 50% of resolution procedures. The resulting chiral β-sulfonyl ketones were successfully transformed into corresponding amide, hydrazine, and alcohols with good stereocontrol, demonstrating the application prospect of this reaction system.
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For selected reviews on kinetic resolution, see: