Additions of alkyllathanum triflates to carbonyl compounds: reactive organometallic nucleophiles

S Collins, Y Hong, GJ Hoover…

Index: Collins, Scott; Hong, Yaping; Hoover, Gordon J.; Veit, Jennifer R. Journal of Organic Chemistry, 1990 , vol. 55, # 11 p. 3565 - 3568

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Citation Number: 28

Abstract

Addition of alkyl-or aryllithium compounds to lanthanum (II1) triflate [La (OS02CF3) 3, 11 in ethereal solvents produces the title reagents 2 that undergo nucleophilic addition to carbonyl compounds under mild conditions. These reagents resemble alkylcerium halides in their reactions with enolizable carbonyl compounds but are more reactive. In particular, they are useful for the conversion of hindered, tertiary amides to ketones.'H NMR spectroscopy ...

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