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Synlett 2000; 2000(6): 0871-0873
DOI: 10.1055/s-2000-6696
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Ruthenium(II) and Palladium(II) Complexes Mediated Addition of Ketene Silyl Ketal to Aldehydes and Ketones: Remarkable Influence of the Nature of the Ligand

Henri Doucet* , Jean-Luc Parrain, Maurice Santelli
  • *Laboratoire de Synthèse Organique associé au CNRS, Faculté des Sciences de Saint Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France; Fax +344 91 98 38 65; E-mail: henri.doucet@lso.u-3mrs.fr, jl.parrain@lso.u-3mrs.fr, m.santelli@lso.u-3mrs.fr
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Publication Date:
31 December 2000 (online)

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[Bis(diphenylphosphino)alkane]bis(propenyl)ruthenium(II) and [bis(diphenylphosphino)ethane]palladium(II) complexes catalyse the aldol addition of 1-methoxy-2-methyl-1-trimethylsilyloxy-propene to aldehydes and ketones under neutral conditions affording the corresponding 3-hydroxymethylesters in good yields. A ratio substrate/catalyst of 1000 can be employed with the palladium system without loss of efficiency.

catalysis - ruthenium - palladium - aldol reaction - Lewis acid - aldehyde