air; iodine in ethanol T=25°C; 24 h; Irradiation;

1: MnO2; 1-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene; 4 Angstroem molecular sieves / CH2Cl2 / 23 h / Heating 2: aq. HCl / CH2Cl2 View Scheme

2: 66 percent / iodine, air / aq. ethanol / 24 h / 25 °C / Irradiation View Scheme

tetrahydrofuran Behandeln der Reaktionsloesung mit Aethanol und Lithiumalanat und anschliessend mit wss.Schwefelsaeure;

1.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / 0 - 23 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / 0 - 23 °C / Inert atmosphere 2.2: 12 h / 23 °C / Inert atmosphere 3.1: manganese(IV) oxide View Scheme

1.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / 0 - 23 °C / Inert atmosphere 1.2: 12 h / 23 °C / Inert atmosphere 2.1: manganese(IV) oxide View Scheme

pyridine Behandeln der erhaltenen Undeca-2t,4t-diensaeure mit Lithiumalanat in Aether und Behandeln des danach isolierten Reaktionsprodukts mit Mangan(IV)-oxid in Petrolaether;

manganese(IV) oxide

tetra(n-butyl)ammonium hydrogensulfate; silver carbonate; palladium diacetate in acetonitrile 1) rt, overnight, 2) 50 deg C, 5-8 h, various concentrations of nBu4NHSO4; other vinylic halides, other allylic alcohol, high regio- and stereoselectivity; Product distribution;

1: 1. lithium diisopropylamine (LDA) / 1. THF, -50 deg C, 15min, 2. THF, 1h, -80 deg C 2: potassium t-butoxide (KOt-Bu) / tetrahydrofuran / 4 °C 3: tetrabutylammonium fluoride trihydrate (TBAF) / tetrahydrofuran / 1 h / 0 °C 4: 17 percent / 36percent aq. HCl / tetrahydrofuran / 48 h View Scheme