Silica gel-catalyzed cyclizations of mixed ketene acetals

Dieter Schinzer; Markus Kalesse; Jazid Kabbara

doi:10.1016/S0040-4039(00)80726-1

Silica gel-catalyzed cyclizations of mixed ketene acetals

Dieter Schinzer^*, Markus Kalesse, Jazid Kabbara

^*Korrespondierende*r Autor*in für diese Arbeit

Institut für Organische Chemie

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

Abstract

Mixed ketene acetals of type 2 undergo smooth cyclization upon treatment with silica gel yielding diastereoselectively bicyclo[2.2.2]octanones of type 3. Alternatively, the same result was obtained by exposure of the substrates to TiCl₄ at low temperature.

Originalsprache	Englisch
Seiten (von - bis)	5241-5244
Seitenumfang	4
Fachzeitschrift	Tetrahedron letters
Jahrgang	29
Ausgabenummer	41
DOIs	https://doi.org/10.1016/S0040-4039(00)80726-1
Publikationsstatus	Veröffentlicht - 1988

ASJC Scopus Sachgebiete

Biochemie
Wirkstoffforschung
Organische Chemie

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10.1016/S0040-4039(00)80726-1

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title = "Silica gel-catalyzed cyclizations of mixed ketene acetals",

abstract = "Mixed ketene acetals of type 2 undergo smooth cyclization upon treatment with silica gel yielding diastereoselectively bicyclo[2.2.2]octanones of type 3. Alternatively, the same result was obtained by exposure of the substrates to TiCl4 at low temperature.",

author = "Dieter Schinzer and Markus Kalesse and Jazid Kabbara",

note = "Funding Information: AcknowledgementT: his work was supportedb y the Deutsche Forschungsgemeinscha(fDt FG) senberg-fellowshitpo D.S.), and the Fonds der ChemischenIn dustrie.",

year = "1988",

doi = "10.1016/S0040-4039(00)80726-1",

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T1 - Silica gel-catalyzed cyclizations of mixed ketene acetals

AU - Schinzer, Dieter

AU - Kalesse, Markus

AU - Kabbara, Jazid

N1 - Funding Information: AcknowledgementT: his work was supportedb y the Deutsche Forschungsgemeinscha(fDt FG) senberg-fellowshitpo D.S.), and the Fonds der ChemischenIn dustrie.

PY - 1988

Y1 - 1988

N2 - Mixed ketene acetals of type 2 undergo smooth cyclization upon treatment with silica gel yielding diastereoselectively bicyclo[2.2.2]octanones of type 3. Alternatively, the same result was obtained by exposure of the substrates to TiCl4 at low temperature.

AB - Mixed ketene acetals of type 2 undergo smooth cyclization upon treatment with silica gel yielding diastereoselectively bicyclo[2.2.2]octanones of type 3. Alternatively, the same result was obtained by exposure of the substrates to TiCl4 at low temperature.

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U2 - 10.1016/S0040-4039(00)80726-1

DO - 10.1016/S0040-4039(00)80726-1

M3 - Article

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SN - 0040-4039

VL - 29

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EP - 5244

JO - Tetrahedron letters

JF - Tetrahedron letters

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