Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
An efficient synthesis of R3Si(CH2)3CH[C(O)Me]2 3 [R = Me, OR′] is described. The reaction of R3Si(CH2)3Cl 2 with the sodium of potassium salt of acetylacetonate (1) and 0.8-2 equivalents of NaI of KI in DMF, DMSO or NMP as a solvent gives the C- and O-alkylation products R3Si(CH2)3CH[C(O)Me]2 3 and R3Si(CH2)3OC(Me)=CH—C(O)Me 4 in a 3:1 ratio and a 60-70% total yield. For R3SiCH2CH[C(O)Me]2 selectivity and yields are lower.
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