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

Michelangelo Gruttadauria; Carmela Aprile; Serena Riela; Renato Noto

doi:10.1016/S0040-4039(01)00114-9

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

Michelangelo Gruttadauria, Carmela Aprile, Serena Riela, Renato Noto

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

Résumé

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.

langue originale	Anglais
Pages (de - à)	2213-2215
Nombre de pages	3
journal	Tetrahedron Letters
Volume	42
Numéro de publication	11
Les DOIs	https://doi.org/10.1016/S0040-4039(01)00114-9
Etat de la publication	Publié - 11 mars 2001
Modification externe	Oui

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10.1016/S0040-4039(01)00114-9

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

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.",

keywords = "Cyclization, Selenium and compounds",

author = "Michelangelo Gruttadauria and Carmela Aprile and Serena Riela and Renato Noto",

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T1 - Synthesis of 2,4,6-trisubstituted tetrahydropyrans via 6-exo selenoetherification of unsaturated alcohols

AU - Gruttadauria, Michelangelo

AU - Aprile, Carmela

AU - Riela, Serena

AU - Noto, Renato

PY - 2001/3/11

Y1 - 2001/3/11

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.

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.

KW - Cyclization

KW - Selenium and compounds

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U2 - 10.1016/S0040-4039(01)00114-9

DO - 10.1016/S0040-4039(01)00114-9

M3 - Article

AN - SCOPUS:0035843434

SN - 0040-4039

VL - 42

SP - 2213

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

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

Résumé

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