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 SnCl·2HO or Cu(OTf). The second approach, which enables the spirocyclisation of both ortho- and para-substituted phenols, uses silica-supported AgNO to generate similar scaffolds with much greater efficiency. Initial asymmetric studies are also outlined.

Download full-text PDF

Source
http://dx.doi.org/10.1039/c6ob02426bDOI Listing

Publication Analysis

Top Keywords

spirocyclic dienones
8
dearomatisation approaches
4
approaches spirocyclic
4
dienones electrophilic
4
electrophilic activation
4
activation alkynes
4
alkynes complementary
4
complementary dearomatising
4
dearomatising spirocyclisation
4
spirocyclisation protocols
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!