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AN IMPROVED PREPARATION OF DIETHYL 1,4-DIHYDROXY-CYCLOHEXA-1,4-DIENE-2,5-DICARBOXYLATE

✍ Scribed by Moore, J. A.

Book ID
120331780
Publisher
Taylor and Francis Group
Year
1972
Tongue
English
Weight
157 KB
Volume
4
Category
Article
ISSN
0030-4948

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Improved conditions are reported for the Prins-pinacol rearrangement of cyclohexa-1,4-diene-derived acetals. The use of triflic acid gives particularly clean reaction, resulting in a mixture of regioisomers in an approximately 10:1 ratio. A tethered version of this reaction is also reported, giving