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

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

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2025, Volume: 74, Number: 11, Pages: 3602-3605 Pages count : 4 DOI: 10.1007/s11172-025-4834-9

Authors

Vasil’ev A.A. ¹ , Artyushin O.I. ² , Zhdankina G.M. ¹ , Zlotin S.G. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Build. 1, 28 ul. Vavilova, 119334, Moscow, Russian Federation

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.

Vasil’ev A.A. , Artyushin O.I. , Zhdankina G.M. , Zlotin S.G.
Monocyclic diamidophosphite as a promising ligand for the regioselective Tsuji—Trost reaction
Russian Chemical Bulletin. 2025. V.74. N11. P.3602-3605. DOI: 10.1007/s11172-025-4834-9 WOS Scopus OpenAlex

Web of science:	WOS:001665373400033
Scopus:	2-s2.0-105027961533
OpenAlex:	W7124687684

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