Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations

Jeffrey D. Butler, Michael B. Donald, Zhensheng Ding, James C. Fettinger, Mark J. Kurth

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

An unexpected selectivity trend in the nitrile oxide cycloaddition and epoxidation reactions of 4,4-disubstituted cyclopentenes is reported. A variety of facially distinct, 'X-' and 'Y-substituted' cyclopentenes were investigated.

Original languageEnglish (US)
Pages (from-to)5110-5112
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number36
DOIs
StatePublished - Sep 9 2009

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Cyclopentanes
Nitriles
Epoxidation
Cycloaddition
Cycloaddition Reaction
Oxides

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Butler, J. D., Donald, M. B., Ding, Z., Fettinger, J. C., & Kurth, M. J. (2009). Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations. Tetrahedron Letters, 50(36), 5110-5112. https://doi.org/10.1016/j.tetlet.2009.06.100

Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations. / Butler, Jeffrey D.; Donald, Michael B.; Ding, Zhensheng; Fettinger, James C.; Kurth, Mark J.

In: Tetrahedron Letters, Vol. 50, No. 36, 09.09.2009, p. 5110-5112.

Research output: Contribution to journalArticle

Butler, JD, Donald, MB, Ding, Z, Fettinger, JC & Kurth, MJ 2009, 'Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations', Tetrahedron Letters, vol. 50, no. 36, pp. 5110-5112. https://doi.org/10.1016/j.tetlet.2009.06.100
Butler, Jeffrey D. ; Donald, Michael B. ; Ding, Zhensheng ; Fettinger, James C. ; Kurth, Mark J. / Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations. In: Tetrahedron Letters. 2009 ; Vol. 50, No. 36. pp. 5110-5112.
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