Simple syntheses of isomers of muconaldehyde and 2-methylmuconaldehyde |
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| Institution: | 1. Department of Chemical Engineering, Tsinghua University, Beijing 100084, China;2. Center for Advanced Process Decision-making, Department of Chemical Engineering, Carnegie Mellon University, Pittsburgh, PA 15213, USA;1. Institute for Combustion Technology, RWTH Aachen University, Aachen 52056, Germany;2. Physico Chemical Fundamentals of Combustion, RWTH Aachen University, Aachen 52062, Germany |
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| Abstract: | Periodate oxidation of cis-1,2-dihydrocatechol (3a) affords (Z,Z)-muconaldehyde (2b), which can be readily converted (thermolysis and triethylamine catalysis, respectively) into its (E,Z)- (2c) and (E,E)-isomer (2a). Similarly, cis-1,2-dihydro-3-methylcatechol (3b) gives(Z,Z)-2-methylmuconaldehyde (2d) and thence (E,E)-2-methylmuconaldehyde (2c). |
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