91. Asymmetric 1,4-additions of coordinated MeCu.BF₃ to chiral enoates: enantioselective syntheses of (S)-(–)-citronellic acid
    Oppolzer, W.; Moretti, R.; Godal, T.; Meunier, A.; Löher, H.
    Tetrahedron Lett. 1983, 24, 4971-4974

nBu₃P- or cyanide-stabilized RCu.BF₃ (R-Me, 4-Me-3-pentenyl) undergo efficient 1,4-additions to neopentylether-shielded trans-enoates. Thus chiral β-substituted carboxylic acids e.g. (S)-citronellic acid were obtained in high e.e. (Schemes 2 and 4).

DOI : 10.1016/S0040-4039(01)99824-7