Diastereoselective building up polycyclic tetrahydrofurans via tandem annulation of 1,n-enynes with aliphatic acids?
Organic Chemistry Frontiers Pub Date: 2017-07-24 DOI: 10.1039/C7QO00527J
Abstract
A silver-catalyzed tandem annulation of aniline-linked 1,7-enynes with aliphatic acids has been reported. This synergistic tandem annulations allow the straightforward and efficient building up various highly diastereoselective polycyclic tetrahydrofurans. Primary and secondary acids undergo decarboxylation/cascade radical addition/α-C(sp3)–H cleavage/cycloalkylation/O-trapping to generate oxygenous [6.6.6.5] fused products. While tertiary acids undergo decarboxylation/cascade radcial addition/β-C(sp3)–H cleavage/O-trapping to give oxygenous [6.6.6.6] fused products.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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