FREE RADICAL CHAIN ELIMINATION REACTION (E<sub>RC</sub>1). CONVERSION OF VICINAL DINITRO COMPOUNDS OR β-NITRO SULFONES TO OLEFINS WITH TRIBUTYLTIN HYDRIDE
Vicinal dinitro compounds (1) or β-nitro sulfones (2) are converted to olefins in good yields on treatment with tributyltinhydride. This elimination proceeds by way of an electron transfer chain mechanism. The elimination from 1 is nonstereospecific and the elimination from 2 is stereospecific.
The following ruthenium-catalyzed novel transformations of alkyl formates have been developed: (1) selective decarbonylation of alkyl formates to the corresponding alcohols; (2) alkylation of arenes and alkenes using alkyl formates as an alkylating reagent via decarboxylation. Also the ruthenium-catalyzed addition of alcohols to alkenes has been developed as an appendant reaction, providing an effective method for the protection of alcohols.
Zubritskii, L. M.; Romashchenkova, N. D.; Petrov, A. A., Journal of Organic Chemistry USSR (English Translation), 1983, p. 2157 - 2167
作者:Zubritskii, L. M.、Romashchenkova, N. D.、Petrov, A. A.