Journal of Organic Chemistry p. 5433 - 5434 (1985)
Update date:2022-08-31
Topics:
Simoneau, Bruno
Savard, Jacques
Brassard, Paul
A modified Nef reaction applied to 4-nitrobutanoates gives the corresponding acetals which after hydrolysis and enol silylation yield the new 1,3-dienes 1-methoxy-1,4-bis(trimethylsiloxy)butadiene and its 3-methyl derivative.The latter reacts smoothly with chloronaphthoquinones and provides simple and efficient syntheses of 2-methylquinizarin, islandicin, digitopurpone, and erythroglaucin.
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