Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 21, Pages 8852-8868Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo201612w
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Funding
- Russian Foundation of Basic Research [09-03-00244-a]
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The ability of donor acceptor cyclopropanes to (3 + 3)-cyclodimerize is disclosed. It has been found that Lewis acid-induced transformations of 2-(hetero)arylcyclopropane-1,1-dicarboxylates containing electron-abundant aromatic substituents led to the construction of six-membered cyclic systems. Depending on the substrate properties and the Lewis acid applied, three types of products can be obtained: (1) 1,4-diarylcyclohexanes, (2) 1-aryl-1,2,3,4-tetrahydronaphthalenes, and (3) 9,10-dihydroanthracenes.
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