Inverse Electron Demand Diels-Alder (IEDDA) Reactions: Synthesis of Heterocycles and Natural Products Along with Bioorthogonal and Material Sciences Applications

Author(s): Etienne Brachet, Philippe Belmont.

Journal Name: Current Organic Chemistry

Volume 20 , Issue 21 , 2016

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Abstract:

In this review we chose to concentrate on the bibliography data from 2013 to 2015 (until February), related to the application of the Inverse Electron Demand Diels-Alder (IEDDA) reaction to the synthesis of heterocycles, as building blocks for natural products synthesis.

Moreover, the application of the IEDDA reaction to the recently developed bioorthogonal ligations (in 2008), using tetrazines moieties as the diene partners, and engineered alkenes or alkynes as dienophiles, will be detailed. The in vivo applications of the bioorthogonal ligations are particularly amazing and undoubtedly demonstrate the usefulness of this chemistry.

Keywords: IEDDA, Diels-Alder, heterocycles, bioorthogonal ligation, tetrazine, cyclooctyne, strained alkenes.

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Article Details

VOLUME: 20
ISSUE: 21
Year: 2016
Page: [2136 - 2160]
Pages: 25
DOI: 10.2174/1385272820666160216000723
Price: $58

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