Chemische Berichte

Synthese von [n. 1.1] Propellanen (n= 2, 3, 4)

J Fuchs, G Szeimies

Index: Fuchs, Josef; Szeimies, Guenter Chemische Berichte, 1992 , vol. 125, # 11 p. 2517 - 2522

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Citation Number: 12

Abstract

Abstract A facile access to the parent [n. 1.1] propellanes 2, 3 and 4 is presented. Lithiation of methallyl alcohol with the BuLi/TMEDA complex and reaction of the organometallic intermediate 8 with paraformaldehyde, ethylene oxide, or oxetane affords the diols 9 which are converted via the dichlorides 10 into the tetrahalides 11. The cyclization of 11 to the corresponding propellanes is effected with 2 equiv. of MeLi or BuLi via the bromobicyclo [ ...