Concepedia

PALLADIUM-PROMOTED TRANSFORMATION OF α,β-EPOXYSILANES TO α,β-UNSATURATED CARBONYL COMPOUNDS

Toshikazu Hirao, Naoto Yamada, Yoshiki Ohshiro, Toshio Agawa

Chemistry Letters · 1982 · 23 citations · 7 references

DOI

Concepts

Abstract

Abstract Treatment of α,β-epoxysilanes with palladium(II) salt in DMF affords α,β-unsaturated carbonyl compounds, in which the carbonyl group appears on the carbon originally bearing the silyl group.

References

7

Synthesis of .alpha.,.beta.-unsaturated carbonyl compounds by palladium(II)-catalyzed dehydrosilylation of silyl enol ethers

Yoshihiko Ito, Toshikazu Hirao, Takeo Saegusa · The Journal of Organic Chemistry · 1978 · 861 citations

, , +5

Reactions of .alpha.,.beta.-epoxysilanes with organocuprate reagents. New stereospecific olefin synthesis

Paul F. Hudrlik, David Peterson, R. J. RONA · The Journal of Organic Chemistry · 1975 · 141 citations

, , +5

New synthesis of aldehydes via vinylsilanes

Gilbert Stork, Ernest W. Colvin · Journal of the American Chemical Society · 1971 · 128 citations

, , +5

Cp2TiCl2-Catalyzed Grignard exchange reactions with acetylenes. A convenient method for preparation of E-alkenyl Grignard reagents

Fumie Sato, Hiroaki Ishikawa, Masao Satô · Tetrahedron Letters · 1981 · 105 citations

, , +9

Stereospecific synthesis of heteroatom-substituted olefins from .alpha.,.beta.-epoxysilanes. Preparation of vinyl bromides, enol acetates, enol ethers, and enamides

Paul F. Hudrlik, Anne M. Hudrlik, R. J. RONA et al. · Journal of the American Chemical Society · 1977 · 89 citations

, , +6