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

Ernst Schaumann; Andreas Kirschning

doi:10.1016/S0040-4039(00)80474-8

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

Ernst Schaumann^*, Andreas Kirschning

^*Korrespondierende*r Autor*in für diese Arbeit

Universität Hamburg

Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review

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.

Originalsprache	Englisch
Seiten (von - bis)	4281-4284
Seitenumfang	4
Fachzeitschrift	Tetrahedron Letters
Jahrgang	29
Ausgabenummer	34
DOIs	https://doi.org/10.1016/S0040-4039(00)80474-8
Publikationsstatus	Veröffentlicht - 1988
Extern publiziert	Ja

ASJC Scopus Sachgebiete

Biochemie
Wirkstoffforschung
Organische Chemie

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10.1016/S0040-4039(00)80474-8

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title = "Ring-opening of oxiranes by silyl-substituted allyl anions. A regiochemical chameleon",

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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year = "1988",

doi = "10.1016/S0040-4039(00)80474-8",

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T1 - Ring-opening of oxiranes by silyl-substituted allyl anions. A regiochemical chameleon

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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DO - 10.1016/S0040-4039(00)80474-8

M3 - Article

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VL - 29

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 34

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