Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis

被引:831
作者
Karkas, Markus D. [1 ]
Porco, John A., Jr. [2 ]
Stephenson, Corey R. J. [1 ]
机构
[1] Univ Michigan, Dept Chem, 930 North Univ Ave, Ann Arbor, MI 48109 USA
[2] Boston Univ, Dept Chem, Ctr Mol Discovery BU CMD, 590 Commonwealth Ave, Boston, MA 02215 USA
基金
瑞典研究理事会;
关键词
ARENE-OLEFIN CYCLOADDITIONS; FORMAL TOTAL-SYNTHESIS; VISIBLE-LIGHT PHOTOCATALYSIS; ASYMMETRIC TOTAL-SYNTHESIS; DIELS-ALDER REACTION; 1ST TOTAL-SYNTHESIS; DI-PI-METHANE; ENANTIOSPECIFIC TOTAL-SYNTHESIS; RETRO-MANNICH FRAGMENTATION; INTRAMOLECULAR 2+2 PHOTOCYCLOADDITION;
D O I
10.1021/acs.chemrev.5b00760
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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
引用
收藏
页码:9683 / 9747
页数:65
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