SILVER ION INDUCED CYCLIZATION REACTIONS OF 1,1-DIMETHYL-2 -TRIMETHYLSILOXYALLYL CHLORIDE WITH 1,3-DIENES
- 5 January 1979
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 8 (1) , 103-106
- https://doi.org/10.1246/cl.1979.103
Abstract
1,1-Dimethyl-2-trimethylsiloxyallyl chloride in the presence of 1,3-dienes gives seven-membered cyclic enones on treatment with silver perchlorate in yields of 85% with furan, 91% with cyclopentadiene, and 64% with isoprene, whereas the reaction with 2-methylfuran yields a mixture of two (5-methyl-2-furyl)butanone derivatives and two bicyclic enones.This publication has 8 references indexed in Scilit:
- Carbon-carbon bond formation promoted by transition metal carbonyls. 17. Reactions of polybromo ketones with 1,3-dienes in the presence of iron carbonyls. New 3 + 4 .fwdarw. 7 cyclocoupling reaction forming 4-cycloheptenonesJournal of the American Chemical Society, 1978
- Carbon-carbon bond formations promoted by transition metal carbonyls. 15. Regioselectivity of the iron carbonyl promoted cyclocoupling reaction of .alpha.,.alpha.'-Dibromo ketones with olefins and dienesJournal of the American Chemical Society, 1977
- Cycloadditions and reactivity of 2-methoxyallyl halidesJournal of the American Chemical Society, 1973
- Stereospecific generation of 2-oxyallylic cations from two new sources. Steric course of cycloaddition to conjugated dienesJournal of the American Chemical Society, 1972
- Reaction of .alpha.,.alpha.'-dibromo ketones with iron carbonyls in the presence of 1,3-dienes. New route to troponoid compoundsJournal of the American Chemical Society, 1971
- Chemistry of carbanions. XVIII. Preparation of trimethylsilyl enol ethersThe Journal of Organic Chemistry, 1969
- Cyclopropanones. XII. Cycloaddition reactions of cyclopropanonesJournal of the American Chemical Society, 1969
- Halogenation with Copper(II). I. Saturated Ketones and PhenolThe Journal of Organic Chemistry, 1963