Studies on the effects of substituents on rate enhancements in intramolecular diels-alder reactions

Reasons for the gem-dimethyl effect

Michael E. Jung, Jacquelyn Gervay-Hague

Research output: Contribution to journalArticle

78 Citations (Scopus)

Abstract

Comparison of the rates of cyclization of a series of 2-furfuryl methyl fumarates leads to the conclusion that the gem-dimethyl effect is due primarily to higher population of reactive rotamers.

Original languageEnglish (US)
Pages (from-to)2429-2432
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number20
DOIs
StatePublished - 1988

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Gems
Fumarates
Cyclization
Cycloaddition Reaction
Population

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

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title = "Studies on the effects of substituents on rate enhancements in intramolecular diels-alder reactions: Reasons for the gem-dimethyl effect",
abstract = "Comparison of the rates of cyclization of a series of 2-furfuryl methyl fumarates leads to the conclusion that the gem-dimethyl effect is due primarily to higher population of reactive rotamers.",
author = "Jung, {Michael E.} and Jacquelyn Gervay-Hague",
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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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