455331-14-3

Upstream product

• 245123-65-3 (R)-2-hydroxymethyl-2-phenylcyclohexanone 
• 53723-93-6 2-phenyl-1-(trimethylsiloxy)cyclohex-1-ene 
• 245123-77-7 Methanesulfonic acid (R)-2-oxo-1-phenyl-cyclohexylmethyl ester 

Downstream Products

• 27855-09-0 (R)-(+)-2-methyl-2-phenylcyclohexanone 

Relevant academic research and scientific papers

Lewis acid-activated chiral leaving group: Enantioselective electrophilic addition to prochiral olefins

A new strategy using a BINOL derivative as a chiral leaving group and Lewis acid has been developed for enantioselective alkylation of prochiral olefins. (R)-2,2′-Bis[2-(trimethylsilyl)ethoxy- methyl]-1,1′-binaphthol is demonstrated to be an effective reagent for enantioselective hydroxymethylation of silyl enol ethers and trisubstituted alkenes. Electrophilic addition to prochiral olefins is accompanied by cleavage of an acetal that is dual activated by SnCl4 and the δ-effect of silicon through the SN2 substitution process. Enantioselective synthesis of cyclic terpenes is also described using this strategy.