Concepedia

A NOVEL AND CONVENIENT REGIO-CONTROLLED SYNTHESIS OF α-HALOGEN-SUBSTITUTED ALLYLSILANES. STEREOSELECTIVE SYNTHESIS OF Z-ALKENYL HALIDES

Akíra Hosomi, M. ANDO, Hideki Sakurai

Chemistry Letters · 1984 · 26 citations · 13 references

DOI

Concepts

Abstract

Abstract α-Halogen-substituted allylsilanes, prepared conveniently by the in situ reaction of lithiated allyl halides with chlorosilane in a regio-controlled manner, react with various electrophiles to give the corresponding alkenyl halides with high Z preference.

References

13

Reactions of allylsilanes and application to organic synthesis

Hideki Sakurai · Pure and Applied Chemistry · 1982 · 258 citations · Full text

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The reaction of σ-vinylpalladium complexes with alkyllithiums. Stereospecific syntheses of olefins from vinyl halides and alkyllithiums

Masaaki Yamamura, Ichiro Moritani, Shun‐Ichi Murahashi · Journal of Organometallic Chemistry · 1975 · 257 citations

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Optically active allylsilanes. 2. High stereoselectivity in asymmetric reaction with aldehydes producing homoallylic alcohols

Tamio Hayashi, Mitsuo Konishi, Makoto Kumada · Journal of the American Chemical Society · 1982 · 133 citations

, , +5

Erythroselectivity in addition of γ-substituted allylsilanes to aldehydes in the presence of titanium chloride

Tamio Hayashi, Keiji Kabeta, Itaru Hamachi et al. · Tetrahedron Letters · 1983 · 110 citations

, , +2

Preparation and carbonyl addition of γ,γ-difluoroallylsilanes

Tamejiro Hiyama, Michio Obayashi, M. SAWAHATA · Tetrahedron Letters · 1983 · 96 citations

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