Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 9, Pages 1775-1779Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201701630
Keywords
Allylation; cyclobutanone oxime esters; iron-catalyzed; radical; ring-opening reaction
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Funding
- Natural Science Basic Research Plan in Shaanxi Province of China [2016JZ002]
- Fundamental Research Funds of the Central Universities [1191329724, xjj2016056, zrzd2017001]
- National Natural Science Foundation of China [21602168]
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An iron-catalyzed radical allylation of cyclobutanone oxime esters with allylic sulfones via C-C bond cleavage is reported. This protocol provides a straight-forward approach to cyanoalkylated alkenes with good functional group tolerance and high regioselectivity. Furthermore, this reaction can be further expanded to ring-opening of less-strained cyclopentanone oxime esters, leading to desired cyanoalkylated alkenes in good yields.
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