2-cyclohexenone alkanal

A selective reaction of 1,4-brmetallic alkanes with CuCN 2LiCl allows the preparation of a range of new polyfunctional zinc-copper reagents. Thus, the reaction of 1,4-dizincated butane (94) with CuCN 2LiCl, followed by cyclohexenone in the presence of TMSCl (2 equiv), provides the new zinc-copper reagent 95 which reacts with 3-iodo-2-cyclohexenone, furnishing the diketone 96 in 64% yield (Scheme 33). ... 

The insertion of oxygen into a C-H-bond via allylic oxidation or alkane oxidation is a difficult reaction and not many efficient methods are known in the literature [32]. Recently, a fluorinated manganese catalyst solubilized in a perfluorinated solvent has found application in the oxidation of cyclohexene to cyclo-hexenol and cyclohexenone [33, 34]. As catalyst precursor the manganese salt of... 

Reductive deoxygenation of most a, -unsaturated tosylhydrazones with NaBHsCN cleanly affords alkenes in which the double bond migrates to the former tosylhydrazone carbon (eq 20). However, the process gives mixtures of alkenes and alkanes with cyclohexenones (see also Bis(triphenylphosphine)copper(I) Borohydride, Catecholborane and Sodium Borohydride). 

N-C bonds are broken by Pd catalysts in the telomerisation of butadiene with ally diethylamine to give mainly (47). The reaction of isoprene with HNEt2 in the presence of cationic Pd complexes gives mainly (50-70%) head-to-head telomers. Alkane- and arene sulphonamides react with butadiene like primary amines.Isoprene reacts with water (Pd catalyst, 90 0) to give a mixture of terpenols a catalyst supported on a phosphinated resin is prone to leaching. Butadiene reacts with cyclohexenone to give (48) in moderate yield. ... 

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