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Selective reduction. Reaction of 3,4-dicarbomethoxyquinoline with lithium aluminium hydride. Steric effect.

✍ Scribed by A. Godard; G. Quéguiner

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
112 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

The selective reduction of 3,4-dicarbomethoxyquinoline by lithium aluminium hydride at low temperature affords only the unexpected 3-formyl 4-carbomethoxy quinoline. The difficulty of reduction of the usually more reactive 4-ester group can be explained by a steric hindrance by the H5 peri proton on one side and by the 3-ester group on the other side.

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