Organolithium reagents reactions with carbonyl compounds

Heterosubstituted allenes are versatile synthetic intermediates. Direct substitution of a heteroatom on the allene confers upon the system an electronic bias that allows the molecule to be deprotonated easily using an organolithium reagent, and also permits regioselective reaction with carbonyl compounds. 

Sulphoximine ylides also have been prepared using organolithium reagents as the base, but the presence of the lithium cation changes the course of the reaction with carbonyl compounds and with conjugated... 

The competition between insertion and hydrogen transfer is also crucial to the selectivity of the reaction of aluminium alkyls with carbonyl compounds. Aluminium alkyls, like organolithium compounds and Grignard reagents, can add to aldehydes and ketones to form secondary or tertiary alcohols, respectively. If the aluminium alkyl has a j -hydrogen, however, reduction of the carbonyl compound is a common side reaction, and can even become the main reaction [16]. Most authors seem to accept that reduction involves direct j5-hydrogen transfer to ketone. 

Similarities and Differences in the Reactions of Organolithium vs. Grignard Reagents with Carbonyl Compounds... 

T.3.3 Correlate reaction the reaction of telluronium salts with carbonyl compounds mediated by organolithium reagents - formation of secondary alcohols... 

USE OF CERIUM(III) CHLORIDE IN THE REACTIONS OF CARBONYL COMPOUNDS WITH ORGANOLITHIUMS OR GRIGNARD REAGENTS FOR THE SUPPRESSION OF ABNORMAL REACTIONS ... 

Reagents of the type (1) can be prepared by the reaction of triphenylvinyl-silane with organolithium compounds. They react with carbonyl compounds to... 

The main synthetic application of Grignard and organolithium reagents is their reaction with carbonyl-containing compounds to produce alcohols. Carbon-carbon bond formation is rapid and exothermic when Grignard and organolithium reagents react with an aldehyde or ketone. 

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