137946-32-8Relevant academic research and scientific papers
Ene Reactions of Dialkyl Dioxosuccinate Esters
Beak, Peter,Song, Zhiguo,Resek, James E.
, p. 944 - 947 (1992)
The ene reactions of dimethyl dioxosuccinate (1) and of diethyl dioxosuccinate (2) with olefins give the expected addition products.The reactions of 1 with vinyl ethers or an eneamine provide the cyclopentenones 15 and 16 in a sequence which is consistent with an ene reaction followed by a cyclization.The tin tetrachloride catalyzed conversion of 6 to 17 provides an example of a formal type II ene reaction to give a cyclopentyl ring.However, the stereochemistry of 17 suggests the reaction involves a stepwise ionic process.
