Cycloadditions of 3,4-dihydro-2H-pyrrole 1-oxide to methylene-γ-butyrolactones

David Alonso-Perarnau; Pedro De March; Mustafa El Arrad; Marta Figueredo; Josep Font; Teodor Parella

doi:10.1016/S0040-4020(97)00987-3

Cycloadditions of 3,4-dihydro-2H-pyrrole 1-oxide to methylene-γ-butyrolactones

David Alonso-Perarnau, Pedro De March, Mustafa El Arrad, Marta Figueredo, Josep Font, Teodor Parella

Department of Chemistry

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

13 Citations (Scopus)

Abstract

In the reactions of nitrone 1 with several methylene-γ-bulyrolactones 2-5 we have isolated and identified in all the cases the corresponding [3+2] cycloadducts. In all the adducts the oxygen atom of the dipole has linked to the more substituted carbon atom of the exocyclic double bond of the lactone. For lactone 5 the exocyclic double bond has shown higher reactivity than the endocyclic. Herein three new heterocyclic skeletons are reported.

Original language	English
Pages (from-to)	14763-14772
Journal	Tetrahedron
Volume	53
Issue number	43
DOIs	https://doi.org/10.1016/S0040-4020(97)00987-3
Publication status	Published - 27 Oct 1997

Access to Document

10.1016/S0040-4020(97)00987-3

Cite this

@article{405a7115abfd47e6abd96255353caacc,

title = "Cycloadditions of 3,4-dihydro-2H-pyrrole 1-oxide to methylene-γ-butyrolactones",

abstract = "In the reactions of nitrone 1 with several methylene-γ-bulyrolactones 2-5 we have isolated and identified in all the cases the corresponding [3+2] cycloadducts. In all the adducts the oxygen atom of the dipole has linked to the more substituted carbon atom of the exocyclic double bond of the lactone. For lactone 5 the exocyclic double bond has shown higher reactivity than the endocyclic. Herein three new heterocyclic skeletons are reported.",

author = "David Alonso-Perarnau and {De March}, Pedro and {El Arrad}, Mustafa and Marta Figueredo and Josep Font and Teodor Parella",

year = "1997",

month = oct,

day = "27",

doi = "10.1016/S0040-4020(97)00987-3",

language = "English",

volume = "53",

pages = "14763--14772",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "43",

}

TY - JOUR

T1 - Cycloadditions of 3,4-dihydro-2H-pyrrole 1-oxide to methylene-γ-butyrolactones

AU - Alonso-Perarnau, David

AU - De March, Pedro

AU - El Arrad, Mustafa

AU - Figueredo, Marta

AU - Font, Josep

AU - Parella, Teodor

PY - 1997/10/27

Y1 - 1997/10/27

N2 - In the reactions of nitrone 1 with several methylene-γ-bulyrolactones 2-5 we have isolated and identified in all the cases the corresponding [3+2] cycloadducts. In all the adducts the oxygen atom of the dipole has linked to the more substituted carbon atom of the exocyclic double bond of the lactone. For lactone 5 the exocyclic double bond has shown higher reactivity than the endocyclic. Herein three new heterocyclic skeletons are reported.

AB - In the reactions of nitrone 1 with several methylene-γ-bulyrolactones 2-5 we have isolated and identified in all the cases the corresponding [3+2] cycloadducts. In all the adducts the oxygen atom of the dipole has linked to the more substituted carbon atom of the exocyclic double bond of the lactone. For lactone 5 the exocyclic double bond has shown higher reactivity than the endocyclic. Herein three new heterocyclic skeletons are reported.

U2 - 10.1016/S0040-4020(97)00987-3

DO - 10.1016/S0040-4020(97)00987-3

M3 - Article

VL - 53

SP - 14763

EP - 14772

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 43

ER -

Cycloadditions of 3,4-dihydro-2H-pyrrole 1-oxide to methylene-γ-butyrolactones

Abstract

Access to Document

Fingerprint

Cite this