81148-83-6Relevant articles and documents
Diastereoselective Allylation of Aldehydes by Dual Photoredox and Chromium Catalysis
Schwarz, J. Luca,Sch?fers, Felix,Tlahuext-Aca, Adrian,Lückemeier, Lukas,Glorius, Frank
supporting information, p. 12705 - 12709 (2018/10/09)
Herein, we report the redox-neutral allylation of aldehydes with readily available electron-rich allyl (hetero-) arenes, β-alkyl styrenes and allyl-diarylamines. This process was enabled by the combination of photoredox and chromium catalysis, which allowed a range of homoallylic alcohols to be prepared with high levels of selectivity for the anti diastereomer. Mechanistic investigations support the formation of an allyl chromium intermediate from allylic C(sp3)-H bonds and thus significantly extends the scope of the venerable Nozaki-Hiyama-Kishi reaction.
SYNTHESIS AND REACTIONS OF 2-ARYL-8-OXABICYCLOOCT-6-EN-3-ONES
Mann, John,Wilde, Philip D.,Finch, Mark W.
, p. 5431 - 5442 (2007/10/02)
A number of 1-aryl-1-bromopropanones have been prepared and converted into the corresponding oxyallyl carbocations.These were reacted with furan to produce the expected 2-aryl-8-oxabicyclooct-6-en-3-ones, as well as a number of interesting side-products.These included 3-aryl-propanoic acid esters produced via Favorskii rearrangements.Attempts to cleave the ether linkage in the cycloadducts using bromotrimethylsilane produced instead 1-aryl-3-furylpropanones in excellent yield.