Ti(IV) promoted 1,3-dipolar cycloaddition of nitrones to vinyl ethers

Pau Bayón; Pedro De March; Marta Figueredo; Josep Font

doi:10.1016/S0040-4020(98)00983-1

Ti(IV) promoted 1,3-dipolar cycloaddition of nitrones to vinyl ethers

Pau Bayón, Pedro De March, Marta Figueredo, Josep Font

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

32 Citations (Scopus)

Abstract

The 1,3-dipolar cycloaddition of nitrones to vinyl ethers is accelerated by Ti(IV) species. The efficiency of the catalyst parallels its complexation capacity. The use of Ti((i)prO) 2 Cl 2 favours the formation of trans cycloadducts, presumably through an endo bidentate complex, in which the metal atom is simultaneously coordinated to the vinyl ether and to the cyclic nitrone or the Z isomer of the acyclic nitrones.

Original language	English
Pages (from-to)	15691-15700
Journal	Tetrahedron
Volume	54
Issue number	51
DOIs	https://doi.org/10.1016/S0040-4020(98)00983-1
Publication status	Published - 17 Dec 1998

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title = "Ti(IV) promoted 1,3-dipolar cycloaddition of nitrones to vinyl ethers",

abstract = "The 1,3-dipolar cycloaddition of nitrones to vinyl ethers is accelerated by Ti(IV) species. The efficiency of the catalyst parallels its complexation capacity. The use of Ti((i)prO) 2 Cl 2 favours the formation of trans cycloadducts, presumably through an endo bidentate complex, in which the metal atom is simultaneously coordinated to the vinyl ether and to the cyclic nitrone or the Z isomer of the acyclic nitrones.",

author = "Pau Bay{\'o}n and {De March}, Pedro and Marta Figueredo and Josep Font",

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T1 - Ti(IV) promoted 1,3-dipolar cycloaddition of nitrones to vinyl ethers

AU - Bayón, Pau

AU - De March, Pedro

AU - Figueredo, Marta

AU - Font, Josep

PY - 1998/12/17

Y1 - 1998/12/17

N2 - The 1,3-dipolar cycloaddition of nitrones to vinyl ethers is accelerated by Ti(IV) species. The efficiency of the catalyst parallels its complexation capacity. The use of Ti((i)prO) 2 Cl 2 favours the formation of trans cycloadducts, presumably through an endo bidentate complex, in which the metal atom is simultaneously coordinated to the vinyl ether and to the cyclic nitrone or the Z isomer of the acyclic nitrones.

AB - The 1,3-dipolar cycloaddition of nitrones to vinyl ethers is accelerated by Ti(IV) species. The efficiency of the catalyst parallels its complexation capacity. The use of Ti((i)prO) 2 Cl 2 favours the formation of trans cycloadducts, presumably through an endo bidentate complex, in which the metal atom is simultaneously coordinated to the vinyl ether and to the cyclic nitrone or the Z isomer of the acyclic nitrones.

U2 - 10.1016/S0040-4020(98)00983-1

DO - 10.1016/S0040-4020(98)00983-1

M3 - Article

VL - 54

SP - 15691

EP - 15700

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 51

ER -