Synthesis of 2,4,6-trisubstituted tetrahydropyrans via 6-exo selenoetherification of unsaturated alcohols

Michelangelo Gruttadauria, Serena Riela, Renato Noto, Serena Riela, Michelangelo Gruttadauria, Renato Noto, Carmela Aprile, Carmela Aprile

Risultato della ricerca: Article

28 Citazioni (Scopus)

Abstract

Stereoselectivity, regioselectivity and yields in the 6-exo selenoetherification of four unsaturated diols were found to depend on the stereochemistry of the diols and on the presence of an oxygen atom close to the intermediate seleniranium ring. Silica gel was useful in order to obtain good yields. Reactions performed both under kinetic and thermodynamic control led to the same products.Stereoselectivity, regioselectivity and yields in the 6-exo selenoetherification of four unsaturated diols were found to depend on several factors such as the stereochemistry of the diols, the nature of the R group, the nature of the counter anion of the PhSe+ species and the presence of silica gel.
Lingua originaleEnglish
pagine (da-a)2213-2215
Numero di pagine3
RivistaTetrahedron Letters
Volume42
Stato di pubblicazionePublished - 2001

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Stereoselectivity
Regioselectivity
Stereochemistry
Silica Gel
Alcohols
Thermodynamics
Anions
Oxygen
Atoms
Kinetics

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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Synthesis of 2,4,6-trisubstituted tetrahydropyrans via 6-exo selenoetherification of unsaturated alcohols. / Gruttadauria, Michelangelo; Riela, Serena; Noto, Renato; Riela, Serena; Gruttadauria, Michelangelo; Noto, Renato; Aprile, Carmela; Aprile, Carmela.

In: Tetrahedron Letters, Vol. 42, 2001, pag. 2213-2215.

Risultato della ricerca: Article

Gruttadauria, Michelangelo ; Riela, Serena ; Noto, Renato ; Riela, Serena ; Gruttadauria, Michelangelo ; Noto, Renato ; Aprile, Carmela ; Aprile, Carmela. / Synthesis of 2,4,6-trisubstituted tetrahydropyrans via 6-exo selenoetherification of unsaturated alcohols. In: Tetrahedron Letters. 2001 ; Vol. 42. pagg. 2213-2215.
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AU - Noto, Renato

AU - Riela, Serena

AU - Gruttadauria, Michelangelo

AU - Noto, Renato

AU - Aprile, Carmela

AU - Aprile, Carmela

PY - 2001

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N2 - Stereoselectivity, regioselectivity and yields in the 6-exo selenoetherification of four unsaturated diols were found to depend on the stereochemistry of the diols and on the presence of an oxygen atom close to the intermediate seleniranium ring. Silica gel was useful in order to obtain good yields. Reactions performed both under kinetic and thermodynamic control led to the same products.Stereoselectivity, regioselectivity and yields in the 6-exo selenoetherification of four unsaturated diols were found to depend on several factors such as the stereochemistry of the diols, the nature of the R group, the nature of the counter anion of the PhSe+ species and the presence of silica gel.

AB - Stereoselectivity, regioselectivity and yields in the 6-exo selenoetherification of four unsaturated diols were found to depend on the stereochemistry of the diols and on the presence of an oxygen atom close to the intermediate seleniranium ring. Silica gel was useful in order to obtain good yields. Reactions performed both under kinetic and thermodynamic control led to the same products.Stereoselectivity, regioselectivity and yields in the 6-exo selenoetherification of four unsaturated diols were found to depend on several factors such as the stereochemistry of the diols, the nature of the R group, the nature of the counter anion of the PhSe+ species and the presence of silica gel.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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