Practical synthesis of ynolate anions: Naphthalene-catalyzed reductive lithiation of α,α-dibromo esters

Mitsuru Shindo, Ryoko Koretsune, Wakako Yokota, Kotaro Itoh, Kozo Shishido

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Reductive lithiation of α,α-dibromo esters using lithium naphthalenide afforded ester dianions leading to ynolate anions in good yields. Naphthalene-catalyzed reductive lithiation was also accomplished. This is a convenient, economical and practical method for the preparation of ynolate anions.

Original languageEnglish
Pages (from-to)8357-8360
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number47
DOIs
Publication statusPublished - Nov 19 2001
Externally publishedYes

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Anions
Esters
Lithium
naphthalene

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Practical synthesis of ynolate anions : Naphthalene-catalyzed reductive lithiation of α,α-dibromo esters. / Shindo, Mitsuru; Koretsune, Ryoko; Yokota, Wakako; Itoh, Kotaro; Shishido, Kozo.

In: Tetrahedron Letters, Vol. 42, No. 47, 19.11.2001, p. 8357-8360.

Research output: Contribution to journalArticle

Shindo, Mitsuru ; Koretsune, Ryoko ; Yokota, Wakako ; Itoh, Kotaro ; Shishido, Kozo. / Practical synthesis of ynolate anions : Naphthalene-catalyzed reductive lithiation of α,α-dibromo esters. In: Tetrahedron Letters. 2001 ; Vol. 42, No. 47. pp. 8357-8360.
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