Journal
CHEMICAL SCIENCE
Volume 8, Issue 10, Pages 7126-7131Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7sc02621h
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Funding
- Deutsche Forschungsgemeinschaft [ME 1805/13-1]
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We report an unusual reaction design in which a chiral bis-cyclometalated rhodium(III) complex enables the stereocontrolled chemistry of photo-generated carbon-centered radicals and at the same time catalyzes an enantioselective sulfonyl radical addition to an alkene. Specifically, employing inexpensive and readily available Hantzsch esters as the photoredox mediator, Rh-coordinated prochiral radicals generated by a selective photoinduced single electron reduction are trapped by allyl sulfones in a highly stereocontrolled fashion, providing radical allylation products with up to 97% ee. The hereby formed fragmented sulfonyl radicals are utilized via an enantioselective radical addition to form chiral sulfones, which minimizes waste generation.
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