The Journal of Organic Chemistry

Ethylaluminum dichloride catalyzed ene reactions of aldehydes with nonnucleophilic alkenes

BB Snider, GB Phillips

Index: Snider, Barry B; Phillips, Gary B. Journal of Organic Chemistry, 1983 , vol. 48, # 4 p. 464 - 469

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Citation Number: 51

Abstract

Ethylaluminum dichloride, which is a strong Lewis acid and a proton scavenger, catalyzes the ene reactions of aliphatic aldehydes with nonnucleophilic alkenes. Higher aldehydes give good yields of ene adducts with terminal alkenes. Formaldehyde gives good yields of adducts with electron-deficient alkenes. This reaction hae been used for the synthesis of recifeiolide, ricinelaidic acid, and the insect pheromones (E, E)-8, 10-dodecadienyl ...

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