Vinyl-copper derivatives-XI1 1 Part X: A. Alexakis, G. Cahiez and J.F. Normant, Synthesis, 826 (1979). Reactivity of Z-alkenyl cuprates towards various electrophiles. Application to the synthesis of some natural products

Article abstract of DOI:10.1016/0040-4020(80)80209-2

Z-Alkenylcuprates 1 and 2, prepared in situ by addition of acetylene to alkylcuprates, react with a variety of electrophiles (epoxides, carbon dioxide, aldehydes) and give conjugate addition products with α,β-unsaturated aldehydes, ketones and esters, and with activated cyclopropanes. They also add across the triple bond of some alkynes. The synthesis of natural products (7,9,22) is described.