98386-72-2Relevant academic research and scientific papers
Cycloadditions of 1-(4-Methoxyphenyl)-2-methylvinyl Cation to Olefins. Stereochemistry and Structure of the Reaction Products
Bofinger, Klaus Rainer,Hanack, Michael
, p. 2993 - 3003 (2007/10/02)
(E)-1-Bromo-1-(4-methoxyphenyl)-1-propene (1a) reacts stereospecifically with (Z)-2-butene and silver tetrafluoroborate by cycloaddition of the intermediate vinyl cation 2a to give cis-1-(4-methoxyphenyl)-2,3,4-trimethyl-1-cyclobutene (3); with (E)-2-butene, 3 and trans-1-(4-methoxyphenyl)-2,3,4-trimethyl-1-cyclobutene (4) are formed in a ratio of 1:4.These results are in accord with a synchronous cycloaddition of the vinyl cation 2a to (Z)- and (E)-2-butene.Cyclohexene derivatives 14a, 14b, and 14c are obtained predominantly by the reaction of 1a and AgBF4 or AgSbF6 with vinylcyclopropane (11), ethyl vinyl ether (12), and isobutene (13), respectively.
