Synthesis of a novel chemotype via sequential metal-catalyzed cycloisomerizations

• Main Authors: Bo Leng, Stephanie Chichetti, Shun Su, Aaron B. Beeler, John A. Porco Jr.
• Format: Article
• Language: English
• Published: Beilstein-Institut 2012-08-01
• Series: Beilstein Journal of Organic Chemistry
• Subjects: chemical diversity; cycloisomerization; cyclopropane; diyne; isochromene; π-acid
• Online Access: https://doi.org/10.3762/bjoc.8.153
• ISSN: 1860-5397

Sequential cycloisomerizations of diynyl o-benzaldehyde substrates to access novel polycyclic cyclopropanes are reported. The reaction sequence involves initial Cu(I)-mediated cycloisomerization/nucleophilic addition to an isochromene followed by diastereoselective Pt(II)-catalyzed enyne cycloisomerization.