Synthesis of ethylene derivative

Aluminum chloride Synthesis of ethylene derivatives from 0X0 compounds... 

A soln. of the startg. m. and 4 equivalents ketal heated ca. 8 hrs. at 100° in toluene containing 2,4-dinitrophenol as catalyst, and the intermediate ketone treated at 0° with NaBH4 in methanol > product. Y up to 81% purity 98%. -This olefinic ketal Claisen reaction is useful for preparing trans-disubst as well as trans-trisubst. olefinic bonds. The above producure is the last of a succession of 3 similar steps. F. e. and catalysts s. W. S. Johnson et al., Am. Soc. 92, 4463 (1970) Proc. Natl. Acad. Sci. U.S. 67, 1462, 1465, 1810, 1824 (1970) geospecific synthesis of ethylene derivs., review, s. J. Reucroft and P. G. Sammes, Quart. Rev. 25,135 (1971). 

Bromomagnesium N-methylanilide Synthesis of ethylene derivs. from 0X0 compds. 

Magnesium (s. a. under r] -C H TiCl2 and TiClJ Synthesis of ethylene derivs. from conjugated enolethers... 

Organolithium compds.jiodinejsodium hydroxide Geospecific synthesis of ethylene derivs. from a,p-ethyleneboronic acid esters Inversion of configuration... 

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