Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex

Yujiro Hayashi, Hirofumi Yamaguchi, Maya Toyoshima, Kotaro Okado, Takumi Toyo, Mitsuru Shoji

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

(Chemical Equation Presented) The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. Two of the four chiral centers are controlled by an external chiral auxiliary and the other two are synthesized stereoselectively, one by a novel 1,4-asymmetric induction using cobalt-alkyne complex, and the other by 1,3-asymmetric induction.

Original languageEnglish
Pages (from-to)1405-1408
Number of pages4
JournalOrganic Letters
Volume10
Issue number7
DOIs
Publication statusPublished - 2008 Apr 3
Externally publishedYes

Fingerprint

Alkynes
alkynes
Cobalt
induction
cobalt
synthesis
fostriecin

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry
  • Molecular Medicine

Cite this

Hayashi, Y., Yamaguchi, H., Toyoshima, M., Okado, K., Toyo, T., & Shoji, M. (2008). Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex. Organic Letters, 10(7), 1405-1408. https://doi.org/10.1021/ol800195g

Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex. / Hayashi, Yujiro; Yamaguchi, Hirofumi; Toyoshima, Maya; Okado, Kotaro; Toyo, Takumi; Shoji, Mitsuru.

In: Organic Letters, Vol. 10, No. 7, 03.04.2008, p. 1405-1408.

Research output: Contribution to journalArticle

Hayashi, Y, Yamaguchi, H, Toyoshima, M, Okado, K, Toyo, T & Shoji, M 2008, 'Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex', Organic Letters, vol. 10, no. 7, pp. 1405-1408. https://doi.org/10.1021/ol800195g
Hayashi Y, Yamaguchi H, Toyoshima M, Okado K, Toyo T, Shoji M. Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex. Organic Letters. 2008 Apr 3;10(7):1405-1408. https://doi.org/10.1021/ol800195g
Hayashi, Yujiro ; Yamaguchi, Hirofumi ; Toyoshima, Maya ; Okado, Kotaro ; Toyo, Takumi ; Shoji, Mitsuru. / Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex. In: Organic Letters. 2008 ; Vol. 10, No. 7. pp. 1405-1408.
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