Kinetic Resolution of 1,1′‐Biaryl‐2,2′‐Diols and Amino Alcohols through NHC‐Catalyzed Atroposelective Acylation |
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| Authors: | Dr. Shenci Lu Si Bei Poh Prof. Yu Zhao |
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| Affiliation: | Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543 (Singapore) http://zhaoyu.science.nus.edu.sg |
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| Abstract: | We present here a highly efficient NHC‐catalyzed kinetic resolution of a wide range of 1,1′‐biaryl‐2,2′‐diols and amino alcohols to provide them in uniformly ≥99 % ee. This represents the first highly enantioselective catalytic acylation of axially chiral alcohols. The aldehyde backbone that is incorporated into the chiral acyl azolium intermediate was found to have a significant effect on the enantioselectivity of the process. |
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| Keywords: | acylation axial chirality enantioselectivity kinetic resolution N‐heterocyclic carbene |
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