Chemische Berichte

Generation and Synthetic Application of Metallated Methyl Isopropenyl Ether, A Substitute for Acetone Enolate

F Taherirastgar, L Brandsma

Index: Taherirastgar, Foroogh; Brandsma, Lambert Chemische Berichte, 1997 , vol. 130, # 1 p. 45 - 48

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Citation Number: 7

Abstract

Abstract Methyl isopropenyl ether (1) has been metallated at low temperature with a 1: 1 molar mixture of n-BuLi/t-BuOK in THF-hexane, and subsequently functionalized with a variety of electrophilic reagents. At temperatures higher than–30 C, the metallated methyl isopropenyl ether (2) decomposes with formation of allene. When the suspension of 2 is allowed to warm up to room temperature in the presence of an additional equivalent of n- ...