Michael reactions promoted by η1-O-enolatoruthenium(II) complexes derived from Ru(cod)(cot), diphosphine, and dimethyl malonate

Tetrahedron Letters

Volumn 39, Issue 29, 1998, Pages 5209-5212

  Alvarez, Salvador G ^a   Hasegawa, Sachi ^a   Hirano, Masafumi ^a   Komiya, Sanshiro ^a  

^a TOKYO UNIVERSITY OF AGRICULTURE AND TECHNOLOGY   (Japan)

Author keywords

Catalysts; Complexes; Phosphines; Ruthenium and Compounds

Indexed keywords

MALONIC ACID DERIVATIVE; PHOSPHINE DERIVATIVE; RUTHENIUM; RUTHENIUM COMPLEX;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ORGANIC CHEMISTRY; SYNTHESIS;

GADUS MORHUA;

EID: 0032537660     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01023-5     Document Type: Article

References (28)

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22. 4Ru: C, 66.47; H, 5.48. Found: C, 67.24; H, 5.33.
23. 2Ru: C, 61.97; H, 5.49. Found: C, 62.44; H, 5.59.
24. 4Ru: C, 68.60; H, 5.66. Found: C, 68.15; H, 5.41.
25. 9. The following is a typical procedure: Under a nitrogen atmosphere, 1 mol% complex 2 (0.010 mmol) was dissolved in anhydrous benzene (5 mL), charged with dimethyl malonate (1.0 mmol), methyl acrylate (2.5 mmol), and stirred at 50 °C for 48 h. After the solvent was evaporated in vacuo, the crude solid product was washed with n-hexane (3 x 5 mL) followed by cannulation of the solvent to give a semi-pure product which was recrystallized from a mixture of benzene and n-hexane to provide the Michael adduct in 89% isolated yield.
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28. 3 in benzene (rt, 4 h) gave a 86:14 mixture of acetylacetone:dimethyl malonate Michael adducts, respectively.