Dearomatisation approaches to spirocyclic dienones via the electrophilic activation of alkynes?
Organic & Biomolecular Chemistry Pub Date: 2016-11-23 DOI: 10.1039/C6OB02426B
Abstract
Two complementary dearomatising spirocyclisation protocols to generate spirocyclic dienones from anisole and phenol-tethered ynones are described, each proceeding via electrophilic alkyne activation. The first approach focuses on the spirocyclisation of para-substituted anisoles using either SnCl2·2H2O or Cu(OTf)2. The second approach, which enables the spirocyclisation of both ortho- and para-substituted phenols, uses silica-supported AgNO3 to generate similar scaffolds with much greater efficiency. Initial asymmetric studies are also outlined.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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