Synthetic studies towards gambierol. Part 2: Synthesis of the EFGH ring segment

Isao Kadota, Chie Kadowaki, Hiroyoshi Takamura, Yoshinori Yamamoto

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The EFGH ring segment of gambierol was synthesized from 2-deoxy-D-ribose in 40 steps. The present synthesis includes a SmI2-mediated reductive cyclization and a Pd-catalyzed coupling of enol triflate with a zinc bis-homoenolate as key steps.

Original languageEnglish
Pages (from-to)6199-6202
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number35
DOIs
Publication statusPublished - Aug 27 2001
Externally publishedYes

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Ribose
Cyclization
Zinc
gambierol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthetic studies towards gambierol. Part 2 : Synthesis of the EFGH ring segment. / Kadota, Isao; Kadowaki, Chie; Takamura, Hiroyoshi; Yamamoto, Yoshinori.

In: Tetrahedron Letters, Vol. 42, No. 35, 27.08.2001, p. 6199-6202.

Research output: Contribution to journalArticle

Kadota, Isao ; Kadowaki, Chie ; Takamura, Hiroyoshi ; Yamamoto, Yoshinori. / Synthetic studies towards gambierol. Part 2 : Synthesis of the EFGH ring segment. In: Tetrahedron Letters. 2001 ; Vol. 42, No. 35. pp. 6199-6202.
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