5-Ylidene-2(5H)-furanones as dienophiles in Diels-Alder cycloadditions: effect of the substituents on the site-selectivity

V. Branchadell; J. Font; A. Oliva; J. Ortí; R. M. Ortuño; S. Rafel; N. Terris; M. Ventura

doi:10.1016/S0040-4020(01)96199-X

5-Ylidene-2(5H)-furanones as dienophiles in Diels-Alder cycloadditions: effect of the substituents on the site-selectivity

V. Branchadell, J. Font, A. Oliva, J. Ortí, R. M. Ortuño, S. Rafel, N. Terris, M. Ventura

Department of Chemistry

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Abstract

Diels-Alder cycloadditions of dienes to some 5-ylidene-2(5H)-furanones have been examined from experimental and theoretical points of view. The role that different substituents play on directing the observed site-selectivity (endocyclic or exocyclic double bond at the dienophile counterpart) is discussed. Several new potential synthetic building blocks have been prepared in good yields. © 1991.

Original language	English
Pages (from-to)	8775-8786
Journal	Tetrahedron
Volume	47
Issue number	41
DOIs	https://doi.org/10.1016/S0040-4020(01)96199-X
Publication status	Published - 14 Oct 1991

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title = "5-Ylidene-2(5H)-furanones as dienophiles in Diels-Alder cycloadditions: effect of the substituents on the site-selectivity",

abstract = "Diels-Alder cycloadditions of dienes to some 5-ylidene-2(5H)-furanones have been examined from experimental and theoretical points of view. The role that different substituents play on directing the observed site-selectivity (endocyclic or exocyclic double bond at the dienophile counterpart) is discussed. Several new potential synthetic building blocks have been prepared in good yields. {\textcopyright} 1991.",

author = "V. Branchadell and J. Font and A. Oliva and J. Ort{\'i} and Ortu{\~n}o, {R. M.} and S. Rafel and N. Terris and M. Ventura",

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T1 - 5-Ylidene-2(5H)-furanones as dienophiles in Diels-Alder cycloadditions: effect of the substituents on the site-selectivity

AU - Branchadell, V.

AU - Font, J.

AU - Oliva, A.

AU - Ortí, J.

AU - Ortuño, R. M.

AU - Rafel, S.

AU - Terris, N.

AU - Ventura, M.

PY - 1991/10/14

Y1 - 1991/10/14

N2 - Diels-Alder cycloadditions of dienes to some 5-ylidene-2(5H)-furanones have been examined from experimental and theoretical points of view. The role that different substituents play on directing the observed site-selectivity (endocyclic or exocyclic double bond at the dienophile counterpart) is discussed. Several new potential synthetic building blocks have been prepared in good yields. © 1991.

AB - Diels-Alder cycloadditions of dienes to some 5-ylidene-2(5H)-furanones have been examined from experimental and theoretical points of view. The role that different substituents play on directing the observed site-selectivity (endocyclic or exocyclic double bond at the dienophile counterpart) is discussed. Several new potential synthetic building blocks have been prepared in good yields. © 1991.

U2 - 10.1016/S0040-4020(01)96199-X

DO - 10.1016/S0040-4020(01)96199-X

M3 - Article

VL - 47

SP - 8775

EP - 8786

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 41

ER -

5-Ylidene-2(5H)-furanones as dienophiles in Diels-Alder cycloadditions: effect of the substituents on the site-selectivity

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