Application In Synthesis of 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol, is researched, Molecular C11H18O, CAS is 35836-73-8, about Cyclopropanation of terminal alkenes via sequential atom transfer radical addition – 1,3-elimination. Author is Tappin, Nicholas D. C.; Michalska, Weronika; Rohrbach, Simon; Renaud, Philippe.
An operationally simple protocol to affect an atom transfer radical addition (ATRA) of com. available ICH2Bpin to terminal alkenes has been developed. The intermediate iodide can be transformed in a one-pot process into the corresponding cyclopropane upon treatment with tetrabutylammonium fluoride (TBAF). This method is highly selective for the cyclopropanation of unactivated terminal alkenes over non-terminal alkenes and electron deficient alkenes. Due to the mildness of the procedure, a wide range of functional groups such as esters, amides, alcs., ketones, and vinylic cyclopropanes are well tolerated. The whole reaction sequence relies on simple reagents such dilauroyl peroxide (DLP) and TBAF and can be run on multi-gram scales in Et acetate as a solvent.
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