182013-86-1

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 182013-78-1 (1R,4S,6S)-6-(4-Methoxy-benzyloxy)-bicyclo[2.2.2]octan-2-one 
• 129100-39-6 (1R,4S,6S)-bicyclo<2.2.2>octane-6-ol-2-one 
• 177748-72-0 (1R,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-trimethylsilanyloxy-bicyclo[2.2.2]oct-2-ene 
• 177748-71-9 (1R,4S,6S)-6-<(tert-butyldimethylsilyl)oxy>bicyclo<2.2.2>octan-2-one 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 

Relevant academic research and scientific papers

Neighboring group participation in a regio- and stereoselective chlorination of a bicyclo[2.2.2]octanone

The zinc chloride-mediated acetylation of the optically active silyl enol ether 2a gave the β-diketone 3a (48%) together with the regio- and stereoselectively chlorinated compound 4 (27%). The yield of 4 increased to 70% by starting from the O-acetyl derivative 2c. The chlorination most likely occurs via neighboring group participation by the endo acetoxy group.