Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 26, Issue 4, Pages 1336-1340Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.oprd.2c00061
Keywords
Diels-Alder; cycloaddition; asymmetric; boron; spectroscopy
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Having reliable methods to monitor catalyst activation processes is crucial for ensuring the reproducibility of catalytic reactions. For asymmetric Diels-Alder reactions, chiral oxazaborolidine or oxazaborolidinium catalysts are powerful reagents that promote these reactions with high yield and selectivity. By investigating the mechanism, several modern analytical methods are compared to quantitate the formation of oxazaborolidine catalyst from amino alcohol and boroxine, leading to useful monitoring methods for this important transformation.
Having robust and reliable methods for monitoring catalyst activation processes is an important part of ensuring the reproducibility of a catalytic reaction. For asymmetric Diels-Alder reactions, chiral oxazaborolidine or oxazaborolidinium catalysts are powerful reagents that promote these reactions in high yield and selectivity. Supported by mechanistic findings, several modern analytical methods are compared for quantitating the oxazaborolidine catalyst formation from amino alcohol and boroxine to arrive at useful monitoring methods for this important transformation.
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