Journal
ORGANIC LETTERS
Volume 22, Issue 13, Pages 5041-5045Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01626
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Funding
- National Natural Science Foundation of China [21890723, 21801175]
- Fundamental Research Fund for the Central Universities
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A highly enantioselective acyloin rearrangement of cyclic alpha-ketols has been developed with a chiral Al(III)-N,N'-dioxide complex as catalyst. This strategy provided an array of optically active 2-acyl-2-hydroxy cyclohexanones in moderate to good yields with high enantioselectivities. The asymmetric isomerizations of acyclic ahydroxy aldehydes and alpha-iminols were achieved as well under modified conditions, affording the corresponding chiral alpha-hydroxy ketones and alpha-amino ketones in moderate results. Moreover, further transformations of product to enantioenriched diols were carried out.
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