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- W1156785755 abstract "This chapter describes metal carbonyls as reagents and intermediates for organic synthesis. Allylic bromides react with nickel tetracarbonyl [Ni(CO)4] to form π-allylnickel bromide complexes, which, in turn, can be coupled with the same or with a different bromide (or iodide) to give simple or functionalized alkenes. This reaction sequence has been applied to the synthesis of monoterpene derivatives, including geranyl acetate. The π-allylnickel bromide complexes have been used in two different preparations of Coenzyme Q1. An example of intramolecular coupling of an appropriate allylic dibromide by Ni(CO)4 in N-methyl pyrrolidone to form a macrocyclic lactone has been communicated and shows promise as a new approach to these important compounds. The reaction of α,α'-dibromo ketones with Fe2(CO)9 in the presence of 1,3-dienes, or enamines represents an elegant approach to 4-cycloheptenones and 2-cyclopentenones, respectively. A mechanism, initially similar to that for α-bromo ketone-Fe(CO)5 reaction, has been proposed for these cyclization reactions. Irradiation of equimolar quantities of vinyl cyclopropanes and Fe(CO), [or Fe2(CO)9] in benzene or hexane solution results in a novel 1,5-carbonyl insertion to give 2-cyclohexenones." @default.
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- W1156785755 date "1973-01-01" @default.
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- W1156785755 title "Chapter 33. Metal Carbonyls as Reagents and Intermediates for Organic Synthesis" @default.
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