Rhodium-Catalyzed Asymmetric 1,4-Addition of Aryltitanium Reagents Generating Chiral Titanium Enolates: Isolation as Silyl Enol Ethers

作者: Tamio Hayashi , Norihito Tokunaga , Kazuhiro Yoshida , Jin Wook Han

DOI: 10.1021/JA027663W

关键词: SilylationTitaniumReaction mechanismCatalysisLithiumMedicinal chemistryOrganic chemistryEnolRhodiumChemistryAddition reaction

摘要: The addition of aryltitanium triisopropoxide (ArTi(OPr-i )3) to α,β-unsaturated ketones proceeded with high enantioselectivity (94−99.8% ee) in the presence 3 mol % [Rh(OH)((S )-binap)]2 THF at 20 °C give yields titanium enolates as 1,4-addition products. were converted into silyl enol ethers by treatment chlorotrimethylsilane and lithium isopropoxide.

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