Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 11, Pages 3663-3670Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo100435f
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Funding
- The National Natural Science Foundation of China [20402007, 20772065]
- Program for New Century Excellent Talents in University
- Ministry of Science and Technology of China [B06005, 2006AA020502]
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Enantioselective acylation catalyzed by the thioamide modified 1-methylhistidine methyl ester 1 in combination with DABCO-mediated racemization of the substrate led to the efficient dynamic kinetic resolution or meso-1,2-diol monodichloroacetates. In this way, cyclic and acyclic meso-1,2-diol monodichloroacetates can be transformed to the enantiomerically enriched (1S,2R)-heterosubstituted diol diesters which are stable in enantiomerically pure form and can be readily used for further organic transformations.
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