Total synthesis of smenochromene B through ring contraction

Carla P. Rosa, Michael A. Kienzler, Brooke S. Olson, Guangxin Liang, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

A total synthesis of racemic smenochromene B has been achieved. The synthesis proceeds through an unusual rearrangement of smenochromene D with concomitant ring contraction and double bond isomerization.

Original languageEnglish (US)
Pages (from-to)6529-6534
Number of pages6
JournalTetrahedron
Volume63
Issue number28
DOIs
StatePublished - Jul 9 2007

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Isomerization

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Rosa, C. P., Kienzler, M. A., Olson, B. S., Liang, G., & Trauner, D. (2007). Total synthesis of smenochromene B through ring contraction. Tetrahedron, 63(28), 6529-6534. https://doi.org/10.1016/j.tet.2007.03.069

Total synthesis of smenochromene B through ring contraction. / Rosa, Carla P.; Kienzler, Michael A.; Olson, Brooke S.; Liang, Guangxin; Trauner, Dirk.

In: Tetrahedron, Vol. 63, No. 28, 09.07.2007, p. 6529-6534.

Research output: Contribution to journalArticle

Rosa, CP, Kienzler, MA, Olson, BS, Liang, G & Trauner, D 2007, 'Total synthesis of smenochromene B through ring contraction', Tetrahedron, vol. 63, no. 28, pp. 6529-6534. https://doi.org/10.1016/j.tet.2007.03.069
Rosa CP, Kienzler MA, Olson BS, Liang G, Trauner D. Total synthesis of smenochromene B through ring contraction. Tetrahedron. 2007 Jul 9;63(28):6529-6534. https://doi.org/10.1016/j.tet.2007.03.069
Rosa, Carla P. ; Kienzler, Michael A. ; Olson, Brooke S. ; Liang, Guangxin ; Trauner, Dirk. / Total synthesis of smenochromene B through ring contraction. In: Tetrahedron. 2007 ; Vol. 63, No. 28. pp. 6529-6534.
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