Selective N-demethylation of tertiary aminofumagillols with selenium dioxide via a non-classical Polonovski type reaction

Hong Woo Lee, Joong Bok Ahn, Jung Hwa Lee, Sung Kwon Kang, Soon Kil Ahn, Deok-Chan Ha

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The previously unknown selective N-demethylation of tertiary aminofumagillols (5a-e) to the corresponding secondary aminofumagillols (7a-c) is effectively accomplished via a non-classical Polonovski type reaction using selenium dioxide (SeO2). Especially, noteworthy is that two epoxy and the α,β-unsaturated ester functionalities in the fumagillol molecules tolerate in this transformation. Aminofumagillol derivatives are valuable antiangiogenesis inhibitors.

Original languageEnglish
Pages (from-to)915-932
Number of pages18
Issue number5
Publication statusPublished - 2006 May 1


ASJC Scopus subject areas

  • Organic Chemistry

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