The Journal of Organic Chemistry

Heterogeneous reactions with zinc. II. General synthesis of ketones from 1, 2-trisubstituted glycol monoesters and the mechanism of the serini reaction

E Ghera

文献索引：Ghera,E. Journal of Organic Chemistry, 1970 , vol. 35, p. 660 - 666

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被引用次数: 8

摘要

Secondary monoesters of open-chain, trisubstituted 1, 2-glycols have been converted into ketones on heating with zinc dust. The reaction was found valid for benzoate and p- nitrobenzoate esters, as well as for acetates, better synthetic results being obtained with the former. In the presence of aromatic substituents at the secondary carbon atom, 1, 2-aryl shifts, affording aldehydes, can also take place. Reactions of trisubstituted 1, 2-g! ycol ...