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Stereospecific phenylation of alkenylsilanes with phenylpalladium acetate

✍ Scribed by Kiyoshi Kikukawa; Kazutoshi Ikenaga; Fumio Wada; Tsutomu Matsuda

Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
224 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

El-and (Z)-RCH=CHSiMe3(R=Ph, n-C6H13, CH30CH2) reacted stereospecifically with Ph-Pd-OAc to give RCH=C(Ph)SiMe3 and R(Ph)C=CHSiMe3 with inversion of the starting geometry with respect to R and Me3Si groups. Alkenylsilanes are known to react regio-and stereospecifically with a wide range of electrophiles. 1 Palladium(I1) salts reacted with (E)-la or (E)-PhCH=CHSiF5 2-to give (El-PhCH=CH-Pd-X as a key intermediate with retention of their geometry. 2,3

Unfortunately, the corresponding (Z)-isomers were not investigated in those reactions.

Recently we reported non-regio-and non-

πŸ“œ SIMILAR VOLUMES

A novel reaction of cyclic ketene acetal
A novel reaction of cyclic ketene acetals with phenyl isocyanate through zwitterion
✍ Hiroyuki Fukuda; Takeshi Endo πŸ“‚ Article πŸ“… 1988 πŸ› Elsevier Science 🌐 French βš– 126 KB

A novel reaction of cyclic ketene acetals with phenyl isocyanate through zwitterion was found to yield the corresponding Spiro compounds in good yields. It is known that &carbon atom of carbon-carbon double bond of ketene acetals has a strong anionoide character because of the electron donating prop