Synthesis of (R)-(–)- and (S)-(+)-muscone of essentially 100% enantiomeric excess (e.e.) by the conjugate addition of chiral methylcuprate to (E)-cyclopentadec-2-enone was accomplished by adding small amounts of tetrahydrofuran (THF) as an external ligand to a toluene solution of the chiral methylcuprate.
K. Tanaka and H. Suzuki, J. Chem. Soc., Chem. Commun., 1991, 101 DOI: 10.1039/C39910000101
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