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<p>The Tsuji—Trost reaction of diethyl malonate with (dimethyl)(vinyl)carbinol acetate in the K<sub>2</sub>CO<sub>3</sub>—DMF system in the presence of catalytic system Pd(dba)<sub>2</sub>—1,3-diisopropyl-2-(2,2,2-trifluoro-1-phenylethoxy)-1,3,2-diazaphospholidine (a representative monocyclic diamidophosphite) affords the mixture of isomeric allylation products, 2-prenyl- and 2-[(dimethyl)(vinyl)carbinyl]malonates, in a 84: 16 ratio. In the case of unsubstituted allyl acetate, diethyl 2,2-diallylmalonate is quantitatively formed.</p>

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Monocyclic diamidophosphite as a promising ligand for the regioselective Tsuji—Trost reaction

  • 期刊论文

  • 发表日期：

    2025年11月1日

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  • A. A. Vasil’ev,
  • O. I. Artyushin,
  • G. M. Zhdankina,
  • S. G. Zlotin

摘要

The Tsuji—Trost reaction of diethyl malonate with (dimethyl)(vinyl)carbinol acetate in the K2CO3—DMF system in the presence of catalytic system Pd(dba)2—1,3-diisopropyl-2-(2,2,2-trifluoro-1-phenylethoxy)-1,3,2-diazaphospholidine (a representative monocyclic diamidophosphite) affords the mixture of isomeric allylation products, 2-prenyl- and 2-[(dimethyl)(vinyl)carbinyl]malonates, in a 84: 16 ratio. In the case of unsubstituted allyl acetate, diethyl 2,2-diallylmalonate is quantitatively formed.