Metal catalysis in organic reactions. 17. A nickel-promoted route to substituted allenes by reaction of 1-bromo-1,2-dienes with alkyl metals.
作者:Anna Maria Caporusso、Federico Da Settimo、Luciano Lardicci
DOI:10.1016/s0040-4039(01)80863-7
日期:1985.1
Nickel complexes are found to be catalytically active in the cross-coupling reactions of allenic bromides with alkyl metals to give substitutedallenes in excellent yields. The catalytic process proceeds generally with inversion of configuration in the allenyl moiety.
Reactions of 3-alkyl- and 3,3-dialkyl-1-bromoallenes with organocuprates: Effects of the nature of the cuprate reagent on the regio- and stereoselectivity
作者:Anna Maria Caporusso、Carmela Polizzi、Luciano Lardicci
DOI:10.1016/s0040-4039(00)96867-9
日期:1987.1
Organocuprates induce 1,3- and direct substitution in 3-alkyl- and 3,3-dialkyl-1-bromo-1,2-dienes leading respectively to either terminal acetylenes or allenic hydrocarbons. The nature of the cuprate exerts a prominent role in determining both the regio- and the stereochemistry of these reactions.
Reaction of 1-bromo-1,2-dienes with alkylcuprates as a regio- and stereo-selective route to acetylenic or allenic compounds
作者:Carmela Polizzi、Carla Consoloni、Luciano Lardicci、Anna Maria Caporusso
DOI:10.1016/0022-328x(91)80179-n
日期:1991.10
Alkylcuprates react with 1-bromo-1,2-dienes to give allenic and/or acetylenic products. The selectivity of the crosscoupling is markedly dependent on the nature of the copper reagent, which plays a prominent role in determining both the regio- and the stereo-chemistry. The preparative aspects of these copper-induced reactions are discussed and their possible mechanism discussed.
Metal catalysis in organic reactions. Part 13. The reaction of 3-en-1-ynes with trialkylalanes: influence of transition-metal complexes
作者:Anna Maria Caporusso、Giampaolo Giacomelli、Luciano Lardicci
DOI:10.1039/p19810001900
日期:——
The reaction between trialkylalanes and 3-alkyl-, 4-alkyl-, or 3,4-dialkyl-but-3-en-1-ynes (1) leads to products which correspond to metallation, reduction, and carbalumination processes. The extent of such reactions, and the regio- and stereo-selectivity of the carbalumination, are dependent on the enyne used. A mechanism is proposed involving tautomeric equilibria among several α-unsaturated organoaluminum