Tetrahedron Letters p. 5991 - 5994 (1988)
Update date:2022-08-17
Topics:
Golding, Bernard T.
Kennedy, Gordon
Watson, William P.
Periodate oxidation of cis-1,2-dihydrocatechol (3a) affords (Z,Z)-muconaldehyde (2b), wich 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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