Carbohydrate Research p. 217 - 222 (1993)
Update date:2022-07-30
Topics:
Ahmad
Andersson
Olsson
Westerlund
Careful hydrolysis of (±)-cis- or (±)-trans-tetrahydro-2,5-dimethoxy-2-furaldehyde dimethyl acetal proceeded via 5,5-dimethoxy-4-oxopentanal to give (±)-trans-4-hydroxy-5-methoxy-2-cyclopenenone and (±)-trans-4,5-dihydroxy-2-cylopentenone. The latter product did not isomerize to 2,3-dihydroxy-2-cyclopentenone (reductic acid) on prolonged reaction. Careful hydrolysis of (±)-cis- or (±)-trans-tetrahydro-2, 5-dimethoxy-2-furaldehyde dimethyl acetal proceeded via 5, 5-dimethoxy-4-oxopentanal to give (±)-tran-4-hydroxy-5-methoxy-2-cyclopentenone and (±)-trans-4 ,5-dihydroxy-2-cyclopentenone. The latter product did not isomerize to 2,3-dihydroxy-2-cyclopentenone (reductic acid) on prolonged reaction.
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