Cycloadditions of highly functionalized C6-synthons to cyclic nitrones

Montserrat Closa; Pedro De March; Marta Figueredo; Josep Font; Angeles Soria

doi:10.1016/S0040-4020(97)10083-7

Cycloadditions of highly functionalized C₆-synthons to cyclic nitrones

Montserrat Closa, Pedro De March, Marta Figueredo, Josep Font, Angeles Soria

Department of Chemistry

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

17 Citations (Scopus)

Abstract

The 1,3-dipolar cycloaddition of cyclic nitrones to several C6 α,β- unsaturated esters and lactones with different functionalities has been studied. All these olefins have shown high stereoselectivity, with a predominance of the exo or endo transition state for the cis or trans dipolarophiles, respectively. The antifacial approach is favoured in the reactions with γ-substituted hexenolides and also with the substituted nitrone 21.

Original language	English
Pages (from-to)	16803-16816
Journal	Tetrahedron
Volume	53
Issue number	49
DOIs	https://doi.org/10.1016/S0040-4020(97)10083-7
Publication status	Published - 8 Dec 1997

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title = "Cycloadditions of highly functionalized C6-synthons to cyclic nitrones",

abstract = "The 1,3-dipolar cycloaddition of cyclic nitrones to several C6 α,β- unsaturated esters and lactones with different functionalities has been studied. All these olefins have shown high stereoselectivity, with a predominance of the exo or endo transition state for the cis or trans dipolarophiles, respectively. The antifacial approach is favoured in the reactions with γ-substituted hexenolides and also with the substituted nitrone 21.",

author = "Montserrat Closa and {De March}, Pedro and Marta Figueredo and Josep Font and Angeles Soria",

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T1 - Cycloadditions of highly functionalized C6-synthons to cyclic nitrones

AU - Closa, Montserrat

AU - De March, Pedro

AU - Figueredo, Marta

AU - Font, Josep

AU - Soria, Angeles

PY - 1997/12/8

Y1 - 1997/12/8

N2 - The 1,3-dipolar cycloaddition of cyclic nitrones to several C6 α,β- unsaturated esters and lactones with different functionalities has been studied. All these olefins have shown high stereoselectivity, with a predominance of the exo or endo transition state for the cis or trans dipolarophiles, respectively. The antifacial approach is favoured in the reactions with γ-substituted hexenolides and also with the substituted nitrone 21.

AB - The 1,3-dipolar cycloaddition of cyclic nitrones to several C6 α,β- unsaturated esters and lactones with different functionalities has been studied. All these olefins have shown high stereoselectivity, with a predominance of the exo or endo transition state for the cis or trans dipolarophiles, respectively. The antifacial approach is favoured in the reactions with γ-substituted hexenolides and also with the substituted nitrone 21.

U2 - 10.1016/S0040-4020(97)10083-7

DO - 10.1016/S0040-4020(97)10083-7

M3 - Article

SN - 0040-4020

VL - 53

SP - 16803

EP - 16816

JO - Tetrahedron

JF - Tetrahedron

IS - 49

ER -

Cycloadditions of highly functionalized C6-synthons to cyclic nitrones

Abstract

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Cycloadditions of highly functionalized C₆-synthons to cyclic nitrones