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Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis
Author(s) -
Markus D. Kärkäs,
John A. Porco,
Corey R. J. Stephenson
Publication year - 2016
Publication title -
chemical reviews
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 20.528
H-Index - 700
eISSN - 1520-6890
pISSN - 0009-2665
DOI - 10.1021/acs.chemrev.5b00760
Subject(s) - chemistry , natural product , chemotype , excited state , photochemistry , combinatorial chemistry , absorption (acoustics) , nanotechnology , organic chemistry , physics , chromatography , nuclear physics , essential oil , acoustics , materials science
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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