Issue 10, 1992

Catalytic enantioselective conjugate addition of chiral alkoxydimethylcuprate to (E)-cyclopentadec-2-enone

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 1193-1194

Catalytic enantioselective conjugate addition of chiral alkoxydimethylcuprate to (E)-cyclopentadec-2-enone

K. Tanaka, J. Matsui, H. Suzuki and A. Watanabe, J. Chem. Soc., Perkin Trans. 1, 1992, 1193 DOI: 10.1039/P19920001193

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