Selective Carbon–Carbon Bond Cleavage for the Stereoselective Synthesis of Acyclic Systems |
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Authors: | Prof. Dr. Ilan Marek Dr. Ahmad Masarwa Dr. Pierre‐Olivier Delaye Dr. Markus Leibeling |
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Affiliation: | Schulich Faculty of Chemistry and the Lise Meitner–Minerva Center for Computational Quantum Chemistry, Technion—Israel Institute of Technology, Technion City, Haifa 32000 (Israel) |
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Abstract: | 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 C? C 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. |
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Keywords: | C C activation carbometalation ring opening stereocenters strained molecules |
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