Biosynthetic and biomimetic electrocyclizations

Christopher M. Beaudry, Jeremiah P. Malerich, Dirk Trauner

Research output: Contribution to journalReview article

Abstract

A review on the biosynthetic and biomimetic electrocyclizations is presented that aims to provide a counterpart highlighting electrocyclic reactions that have been found or suspected in the biosynthesis of natural products. This review is organized beginning from the number of electrons involved in a given π system that undergoes the electrocyclic reaction, followed by electrocyclic reactions involving 6 and 8 π-electrons. Thermal and photochemical reactions are presented in the same order, while, systems that include heteroatoms which are confined to 6 π-electrons are presented separately. Finally, briefly addressed is the question of whether biosynthetic electrocyclizations require enzyme catalysis.

Original languageEnglish (US)
Pages (from-to)4757-4778
Number of pages22
JournalChemical reviews
Volume105
Issue number12
DOIs
StatePublished - Dec 2005

ASJC Scopus subject areas

  • Chemistry(all)

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    Beaudry, C. M., Malerich, J. P., & Trauner, D. (2005). Biosynthetic and biomimetic electrocyclizations. Chemical reviews, 105(12), 4757-4778. https://doi.org/10.1021/cr0406110