Bulletin of the Chemical Society of Japan p. 1409 - 1417 (2000)
Update date:2022-08-03
Topics:
Hirabayashi, Kazunori
Ando, Jun-Ichi
Kawashima, Jun
Nishihara, Yasushi
Mori, Atsunori
Hiyama, Tamejiro
The reaction of dimethyl(phenyl)silanol with butyl acrylate in the presence of a stoichiometric amount of Pd(OAc)2 or by a combined use of 0.1 molar amount of Pd(OAc)2 and Cu(OAc)2/LiOAc (molar ratio 3/2) gave butyl cinnamate in 76% or 57% yield, respectively. The similar reaction with tributyl(phenyl)tin also proceeded in 77% yield. The organotin compound was shown to react faster than the sitanol, although the tin reagent sometimes induced undesirable homocoupling, while the reaction with silanol did not give such by-product.
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