Reaction of cyclohexanone enamines with diacyldi-imides
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 382-390
- https://doi.org/10.1039/p29780000382
Abstract
Cyclohexanone morpholine and piperidine-enamines react with diacyldi-imides to give only monocycloaddition products, while pyrrolidine enamines also give bisaddition products in the 2,2- and 2,6-positions. The results of hydrolysis in D2O form the basis of a reaction scheme which takes the experimental findings into account. Dibenzoyldi-imide reacts with 2-methylcyclohexanone enamines giving two stereoisomeric cycloadducts, which are different in the orientatation of the methyl group, while bisaddition products could not be isolated. The stereochemistry of the reaction is discussed.Keywords
This publication has 0 references indexed in Scilit: