Premium
Selective Carbon–Carbon Bond Cleavage for the Stereoselective Synthesis of Acyclic Systems
Author(s) -
Marek Ilan,
Masarwa Ahmad,
Delaye PierreOlivier,
Leibeling Markus
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201405067
Subject(s) - enantioselective synthesis , carbon fibers , chemistry , stereoselectivity , organic synthesis , bond cleavage , combinatorial chemistry , cleavage (geology) , adduct , organic chemistry , catalysis , materials science , fracture (geology) , composite number , composite material
Most of the efforts of organic chemists have been directed to the development of creative strategies to build carbon–carbon and carbon–heteroatom bonds in a predictable and efficient manner. In this Review, we show an alternative approach where challenging molecular skeletons could be prepared through selective cleavage of carbon–carbon bonds. We demonstrate that it has the potential to be a general principle in organic synthesis for the regio‐, diastereo‐, and even enantioselective preparation of adducts despite the fact that CC single bonds are among the least reactive functional groups. The development of such strategies may have an impact on synthesis design and can ultimately lead to new selective and efficient processes for the utilization of simple hydrocarbons.