Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 24, Pages 6896-6900Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201702940
Keywords
cycloaddition; organocatalysis; photoredox chemistry; radical reactions; tetralin
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Funding
- National Natural Science Foundation of China [21572004, 21372013]
- Guangdong Province Special Branch Program [2014TX01R111]
- Guangdong Natural Science Foundation [2014A030312004]
- Shenzhen Basic Research Program [JCYJ20160226105602871, JSGG20140717102922014]
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We report a formal [4+2] cycloaddition reaction of styrenes under visible-light catalysis. Two styrene molecules with different electronic or steric properties were found to react with each other in good yield and excellent chemo-and regioselectivity. This reaction provides direct access to poly-substituted tetralin scaffolds from readily available styrenes. Sophisticated tricyclic and tetracyclic tetralin analogues were prepared in high yield and up to 20/1 diasteroselectivity from cyclic substrates.
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