Selective indium-mediated 1,2,4-pentatrien-3-ylation of carbonyl compounds for the efficient synthesis of vinyl allenols.
A highly selective synthetic method of functionalized vinyl allenols was developed from the reactions of various carbonyl compounds with organoindium reagent in situ generated from indium and 1-bromopent-4-en-2-yne derivatives. Treatment of vinyl allenols with gold catalyst, dienophile, or indium trihalide produced the functionalized dihydrofuran, cyclohexene, or 2-halo-1,3-diene derivatives in good to excellent yields.
National Research Laboratory for Catalytic Organic Reaction, Department of Chemistry, and Institute for Molecular Science and Fusion Technology, Kangwon National University, Chuncheon 200-701, Republic of Korea.
Jisu
J
Park
Sung Hong
SH
Kim
Phil Ho
PH
Lee