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

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	2213-2215
Number of pages	3
Journal	Tetrahedron Letters
Volume	42
Issue number	11
DOIs	https://doi.org/10.1016/S0040-4039(01)00114-9
Publication status	Published - 11 Mar 2001
Externally published	Yes

Keywords

Cyclization
Selenium and compounds

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10.1016/S0040-4039(01)00114-9

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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.",

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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

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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

Abstract

Keywords

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