Abstract:V [4] (Hg salt: m.p. 128 to 129 "C.) with n-butyllithium [3]. Thus, it is easier to remove a bromine cation from compound 11 than a proton [5]:GHsLi I1 ---+
(%H&P=CHz + (CnHs)P=CHBrThe desired bromomethylenation can be realized with lithium piperidide 161 which predominantly removes protons from 11; subsequent reaction with p-ionone (VI) gives, after chromatographic purification, the very unstable compound VII in 70 % yield (Amax = 269 mp; log E = 4.18).I thank Prof. G. Wiffig for his assistance in this work.… Show more
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.