Asymmetric 1,4-addition of methyllithium to (E)-cyclopentadec-2-enone was promoted by the chiral cuprate catalyst prepared from (1R,2R,3S,4S)-3-[(1-methylpyrrol-2-yl)methylamino]-1,7,7-trimethylbicyclo[2.2.1]heptan 2-ol and copper(I) iodide to give (R)-(–)-muscone in 76% chemical yield and 96% enantiomeric excess.
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