75681-57-1Relevant academic research and scientific papers
Stereoselective cyclisation of the 2-allyloxytetrahydropyran-3-yl radical and related species: The influence of anomeric effects
Beckwith, Athelstan L. J.,Page, Dennis M.
, p. 3245 - 3254 (1999)
Ring closures of the 2-allyloxytetrahydropyran-3-yl radical 1b, its mono-oxa analog 1d and the all carbon system 1a give mainly the cis-fused syn-substituted bicyclononylcarbinyl radicals 2b, 2d and 2a, but the mono- oxa radical 1c gives mainly the cis-fused anti-substituted radical 3c. Molecular mechanics calculations show that the unexpected failure of the dioxa radical lb to reflect the influence of the anomeric effect on the stereochemistry of cyclisation arises from the loss of one stabilising anomeric interaction in the conversion of the conformer 17 into either of the transition structures 16 or 19.
Copper-Catalyzed Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling
Thapa, Surendra,Basnet, Prakash,Giri, Ramesh
supporting information, p. 5700 - 5703 (2017/05/04)
We present a strategy that difunctionalizes unactivated olefins in 1,2-positions with two carbon-based entities. This method utilizes alkyl/arylzinc reagents derived from olefin-tethered alkyl/aryl halides that undergo radical cyclization to generate C(sp3)-Cu complexes in situ, which are intercepted with aryl and heteroaryl iodides. A variety of (arylmethyl)carbo- and heterocycles (N, O) can be synthesized with this new method.
