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- Title
Dealkenylative Alkenylation: Formal σ‐Bond Metathesis of Olefins.
- Authors
Swain, Manisha; Sadykhov, Gusein; Wang, Ruoxi; Kwon, Ohyun
- Abstract
The dealkenylative alkenylation of alkene C(sp3)−C(sp2) bonds has been an unexplored area for C−C bond formation. Herein 64 examples of β‐alkylated styrene derivatives, synthesized through the reactions of readily accessible feedstock olefins with β‐nitrostyrenes by ozone/FeII‐mediated radical substitutions, are reported. These reactions proceed with good efficiencies and high stereoselectivities under mild reaction conditions and tolerate an array of functional groups. Also demonstrated is the applicability of the strategy through several synthetic transformations of the products, as well as the syntheses of the natural product iso‐moracin and the drug (E)‐metanicotine.
- Subjects
ALKENYLATION; ALKENES; STYRENE derivatives; SYNTHETIC products; NATURAL products; METATHESIS reactions; NICOTINIC receptors; NICOTINE
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 40, p17718
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202005267