Cycloaddition reactions of dimethyl maleate and fumarate with cyclopentadiene on γ-alumina. Competing mechanisms for epimerization of the diels-alder adducts.

Satinder Bains, Richard M. Pagni, George Kabalka

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The Diels-Alder adducts, formed in the reaction of cyclopentadiene and dimethyl maleate and fumarate, epimerize on γ-alumina by competing mechanisms involving the retro-Diels-Alder reaction and enolates.

Original languageEnglish (US)
Pages (from-to)5663-5666
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number41
DOIs
StatePublished - Oct 7 1991
Externally publishedYes

Fingerprint

Cyclopentanes
Cycloaddition
Aluminum Oxide
Cycloaddition Reaction
dimethyl maleate
Dimethyl Fumarate

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Cycloaddition reactions of dimethyl maleate and fumarate with cyclopentadiene on γ-alumina. Competing mechanisms for epimerization of the diels-alder adducts. / Bains, Satinder; Pagni, Richard M.; Kabalka, George.

In: Tetrahedron Letters, Vol. 32, No. 41, 07.10.1991, p. 5663-5666.

Research output: Contribution to journalArticle

@article{ff0000e3e8994fe09c54bd93b3550c2c,
title = "Cycloaddition reactions of dimethyl maleate and fumarate with cyclopentadiene on γ-alumina. Competing mechanisms for epimerization of the diels-alder adducts.",
abstract = "The Diels-Alder adducts, formed in the reaction of cyclopentadiene and dimethyl maleate and fumarate, epimerize on γ-alumina by competing mechanisms involving the retro-Diels-Alder reaction and enolates.",
author = "Satinder Bains and Pagni, {Richard M.} and George Kabalka",
year = "1991",
month = "10",
day = "7",
doi = "10.1016/S0040-4039(00)93523-8",
language = "English (US)",
volume = "32",
pages = "5663--5666",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "41",

}

TY - JOUR

T1 - Cycloaddition reactions of dimethyl maleate and fumarate with cyclopentadiene on γ-alumina. Competing mechanisms for epimerization of the diels-alder adducts.

AU - Bains, Satinder

AU - Pagni, Richard M.

AU - Kabalka, George

PY - 1991/10/7

Y1 - 1991/10/7

N2 - The Diels-Alder adducts, formed in the reaction of cyclopentadiene and dimethyl maleate and fumarate, epimerize on γ-alumina by competing mechanisms involving the retro-Diels-Alder reaction and enolates.

AB - The Diels-Alder adducts, formed in the reaction of cyclopentadiene and dimethyl maleate and fumarate, epimerize on γ-alumina by competing mechanisms involving the retro-Diels-Alder reaction and enolates.

UR - http://www.scopus.com/inward/record.url?scp=0025954763&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0025954763&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)93523-8

DO - 10.1016/S0040-4039(00)93523-8

M3 - Article

VL - 32

SP - 5663

EP - 5666

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 41

ER -