Reactions of palladium(II) with organic compounds. Part I. Oxidative cyclisation of 3-methyl-3-phenylbut-1-ene and 3,3,3-triphenylpropene

Aerobe Palladium(II)‐katalysierte 5‐endo‐trig‐Cyclisierung als ein Einstieg in die diastereoselektive C‐2‐Alkenylierung von Indolen mit tri‐ und tetrasubstituierten Doppelbindungen

“…Das Ergebnis dieser dreistufigen Sequenz ist die Alkenylierung einer C‐H‐Bindung unter vollständiger Kontrolle der Doppelbindungsgeometrie eines komplett substituierten Alkens. Der anvisierte Ringschluss auf das trigonale Kohlenstoffatom müsste dafür mit endo ‐Selektivität ablaufen, was noch immer eine Ausnahme in oxidativen Palladium(II)‐Katalysen ist 7–9…”

Oxindole synthesis by palladium-catalysed aromatic C–H alkenylation

“…9 However, to date, the oxidative Heck cyclization approach using simple arenes has not been reported except for the stoichiometric palladium(II) mediated indene formation. 10 We report herein a facile synthesis of 3-alkylideneoxindoles by palladium-catalysed aromatic C-H functionalisation/alkenylation (Heck reaction) of unactivated arenes.…”

Lewis acid mediated reactions of organocopper reagents. A remarkably enhanced regioselective .gamma.-attack of allylic halides and direct alkylation of allylic alcohols via RCu.cntdot.BF3 system

“…On the other hand, the reduction with Al(0-i-Pr)3 gave the corresponding alcohol, in which cisrtrans = 60:40, in 76% yield.71 Resolution of partially resolved cisand ira/ir-5-methyl-2-cyclohexenol was carried out via their nitrobenzoates as previously described.70 5-Methyl-2cyclohexenyl chloride was prepared from the reaction of resolved or partially resolved cisand fra/ij-5-methyl-2-cyclohexenol with SOCh,66 bp 71 °C (50 mmHg) (42% yield) (lit. 65…”