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Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis

Journal

CHEMICAL REVIEWS
Volume 116, Issue 17, Pages 9683-9747

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrev.5b00760

Keywords

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Funding

  1. NSF [CHE-1440118]
  2. NIH [GM096129, GM073855]
  3. Camille and Henry Dreyfus Foundation
  4. University of Michigan
  5. Boston University
  6. Swedish Research Council [637-2013-7314]
  7. Royal Swedish Academy of Agriculture and Forestry (Kungliga Skogs- och Lantbruksakademien)

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The use of photochemical transformations is a powerful strategy that allows for the formation of a high degree of molecular complexity from relatively simple building blocks in a single step. A central feature of all light-promoted transformations is the involvement of electronically excited states, generated upon absorption of photons. This produces transient reactive intermediates and significantly alters the reactivity of a chemical compound. The input of energy provided by light thus offers a means to produce strained and unique target compounds that cannot be assembled using thermal protocols. This review aims at highlighting photochemical transformations as a tool for rapidly accessing structurally and stereochemically diverse scaffolds. Synthetic designs based on photochemical transformations have the potential to afford complex polycyclic carbon skeletons with impressive efficiency, which are of high value in total synthesis

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