期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 23, 页码 14245-14261出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02451
关键词
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资金
- National Science Foundation [CHE-1362953, MRI-1625963]
- National Institute of Minority Health and Health Disparities within the NIH [G12MD007591]
The identification of Yb(OTf)(3) through a multivariable high-throughput experimentation strategy has enabled a unified protocol for the direct conversion of enantioenriched N-acyloxazolidinones to the corresponding chiral esters, amides, and carboxylic acids. This straightforward and catalytic method has shown remarkable chemoselectivity for substitution at the acyclic N-acyl carbonyl for a diverse array of N-acyloxazolidinone substrates. The ionic radius of the Lewis acid catalyst was demonstrated as a key driver of catalyst performance that led to the identification of a robust and scalable esterification of a pharmaceutical intermediate using catalytic Y(OTf)(3).
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