A short and selective synthesis of (S)-geranylcitronellol via conjugate addition of a functionalized copper reagent to 2-substituted exo-bornyl crotonates

Article abstract of DOI:10.1016/0040-4039(96)01557-2

An asymmetric synthesis of the diterpene (S)-geranylcitronellol 1a and its acetate 1b is reported. The chirality is induced by TMSI-promoted conjugate addition of a homoallylic monoorganocopper reagent to 2-naphthyl-exo-bornylcrotonate, which proceeds wit