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本文综述了[HCuPPh3]6的合成方法及氢-铜-膦化合物在有机合成中的应用。作为还原剂,[HCuPPh3]6可选择性地还原α,β-不饱和酸酯、酮、醛、硝基化合物、腈中的碳碳双键,炔烃中碳碳三键;作为催化剂,可促进氢气、硅氢化合物对上述化合物中碳-碳不饱和键的还原。改变膦配体的结构后的氢-铜-膦化合物可催化上述化合物中碳-碳双键或α,β-不饱和醛、酮,烷基芳基酮中羰基的选择性还原反应。采用合适的手性膦配体,已实现了对上述前手性底物中碳-碳双键、羰基的高对映体选择性还原。氢-铜-膦化合物独特的反应及催化性能已用于天然产物及有重要生物活性的化合物的合成中。
This review summarizes the synthesis of [HCuPPh3] 6 and the application of hydrogen-copper-phosphine compounds in organic synthesis. As a reducing agent, [HCuPPh3] 6 can selectively reduce α, β-unsaturated acid esters, ketones, aldehydes, nitro compounds, carbon-carbon double bonds in nitriles and carbon-carbon triple bonds in alkynes; Promotes the reduction of carbon-carbon unsaturation in hydrogen and silicon hydride compounds. The hydrogen-copper-phosphine compound after changing the structure of the phosphine ligand can catalyze the selective reduction of the carbonyl group in the carbon-carbon double bond or the α, β-unsaturated aldehyde, the ketone and the alkylaryl ketone in the above compound. Using suitable chiral phosphine ligands, the high enantioselective reduction of carbon-carbon double bonds, carbonyl groups in the prochiral substrates described above has been achieved. The unique reaction and catalytic properties of hydrogen-copper-phosphine compounds have been used in the synthesis of natural products and compounds with important bioactivities.