Reaction of allylically substituted enolates with organometallic reagents: a convenient source of enolonium ion equivalents

…, JM Erhardt, LJ Letendre

Index: Wender, Paul A.; Erhardt, Jeanette M.; Letendre, Leo J. Journal of the American Chemical Society, 1981 , vol. 103, # 8 p. 2114 - 2116

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Citation Number: 80

Abstract

Table I chemistry based on hydrazone and oxime derived enolonium ion (a-ketocarbonium ion) eq~ ivalents.~ In the formulation of an alternative approach, it was reasoned5 that an enol ether derivative (cf. 4) of an epoxy ketone would function as a diene monoepoxide in its reactions with carbon nucleophiles to provide, depending on the type of nucleophile, the product (s) of SN2 (a attack, cf. 5) and/or SN2'(a'attack, cf. 6) 6 addition. In accord with this ...

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