Ring-opening of oxiranes by silyl-substituted allyl anions. A regiochemical chameleon

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Original languageEnglish
Pages (from-to)4281-4284
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number34
Publication statusPublished - 1988
Externally publishedYes

Abstract

Lithiated allylsilanes 1 undergo smooth addition to epoxides 4 with variable α, γ regioselectivity yielding the C-silylated enols 5,7 and 6,8, respectively. γ-Selectivity can be successfully enhanced by use of cuprates.

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Ring-opening of oxiranes by silyl-substituted allyl anions. A regiochemical chameleon. / Schaumann, Ernst; Kirschning, Andreas.
In: Tetrahedron Letters, Vol. 29, No. 34, 1988, p. 4281-4284.

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abstract = "Lithiated allylsilanes 1 undergo smooth addition to epoxides 4 with variable α, γ regioselectivity yielding the C-silylated enols 5,7 and 6,8, respectively. γ-Selectivity can be successfully enhanced by use of cuprates.",
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AU - Schaumann, Ernst

AU - Kirschning, Andreas

PY - 1988

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AB - Lithiated allylsilanes 1 undergo smooth addition to epoxides 4 with variable α, γ regioselectivity yielding the C-silylated enols 5,7 and 6,8, respectively. γ-Selectivity can be successfully enhanced by use of cuprates.

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JO - Tetrahedron Letters

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