64824-85-7

Upstream product

• 103-67-3 benzyl-methyl-amine 
• 62004-76-6 ethyl N-methyl-N-(phenylmethyl)glycine 
• 113133-52-1 1-(Benzyl-methyl-amino)-2-methyl-3-trimethylstannanyl-propan-2-ol 
• 153397-99-0 3-(N-benzyl-N-methylamino)-2-(chloromethyl)-1-propene 

Relevant academic research and scientific papers

γ-Functionalised β-methylene organolithium compounds from 3-chloro-2-(chloromethyl)propene: Synthetic applications

The reaction of functionalised methallylic chlorides 1 with an excess of lithium powder and a catalytic amount of naphthalene (8 mol%) in the presence of a carbonyl compound (Barbier-type conditions) at -78°C leads, after hydrolysis with water, to the corresponding polyfunctionalised compounds 2. Starting materials 1 are easily available from 3-chloro-2-(chloromethyl)propene by nucleophilic substitution.

Trisubstituted (Stannylmethyl)lithium as a Methylene Double Anion Equivalent. Reaction with Esters

Trisubstituted (stannylmethyl)lithium reacts with electrophiles as a methylene double anion equivalent to produce enolates from esters.The reaction mechanism is discussed.