Synthesis of the schweinfurthin hexahydroxanthene core through Shi epoxidation

Jeffrey Neighbors, Nolan R. Mente, Kelly D. Boss, Donald W. Zehnder, David F. Wiemer

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Use of a Shi epoxidation for introduction of chirality in a key epoxide intermediate, together with revised protecting group tactics, has allowed an efficient synthesis of the hexahydroxanthene subunit common to the natural schweinfurthin F and the synthetic analogue 3-deoxyschweinfurthin B.

Original languageEnglish (US)
Pages (from-to)516-519
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number3
DOIs
StatePublished - Jan 14 2008

Fingerprint

Epoxidation
Chirality
Epoxy Compounds
schweinfurthin F
3-deoxyschweinfurthin B

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Neighbors, Jeffrey ; Mente, Nolan R. ; Boss, Kelly D. ; Zehnder, Donald W. ; Wiemer, David F. / Synthesis of the schweinfurthin hexahydroxanthene core through Shi epoxidation. In: Tetrahedron Letters. 2008 ; Vol. 49, No. 3. pp. 516-519.
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Synthesis of the schweinfurthin hexahydroxanthene core through Shi epoxidation. / Neighbors, Jeffrey; Mente, Nolan R.; Boss, Kelly D.; Zehnder, Donald W.; Wiemer, David F.

In: Tetrahedron Letters, Vol. 49, No. 3, 14.01.2008, p. 516-519.

Research output: Contribution to journalArticle

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