67504-36-3

Upstream product

• 100-39-0 benzyl bromide 
• 3156-07-8 methyl phenyl ketene 
• 77858-02-7 (1-Benzyl-2-phenyl-ethylidene)-((S)-1-methoxymethyl-2-phenyl-ethyl)-amine 
• 74-88-4 methyl iodide 
• 29412-73-5 3-bromo-1-phenylbutan-2-one 
• 100-58-3 phenylmagnesium bromide 

Relevant academic research and scientific papers

Asymmetric Synthesis of Ketones by SmI2-Mediated Allylation or Benzylation of Ketenes Followed by Enantioselective Protonation

SmI2-mediated allylation or benzylation of alkylarylketenes followed by enantioselective protonation with α,α'-di-o-xylenedioxide gave the corresponding ketones in 61-91percentee.

An Asymmetric Synthesis of Acyclic and Macrocyclic α-Alkyl Ketones. The Role of (E)- and (Z)-Lithioenamines

Metalation and alkylation of chiral imines derived from C10, C12, and C15 cyclic ketones gave, under kinetic metalation conditions, 2-alkylcycloalkanones of absolute configuration opposite to that formed from thermodynamic metalation.Thus, (S)-(-)-2-methylcyclododecanone is formed kinetically in 60percent ee, whereas (R)-(+)-methylcyclododecanone is reached in 80percent ee under thermodynamic conditions.In a similar fashion, acyclic ketones 20, via their chiral imines 17, are alkylated enantioselectively under both kinetic and thermodynamic modes.The kinetic metalation gives exclusively the (Z)-lithioenamines (19), while reflux of this lithio anion gives only the (E)-lithioenamine (19).Chiral α-substituted ketones are produced in 18-97percent ee.