Radical‐Polar Crossover Annulation: A Platform for Accessing Polycyclic Cyclopropanes

• Published in: Advanced synthesis & catalysis Vol. 362; no. 1; pp. 242 - 247
• Main Authors: Milligan, John A., Burns, Kevin L., Le, Anthony V., Polites, Viktor C., Wang, Zheng‐Jun, Molander, Gary A., Kelly, Christopher B.
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 07.01.2020; Wiley Subscription Services, Inc
• Subjects: Alkenes; Chemical reactions; Chemistry; Chemistry, Applied; Chemistry, Organic; Crossovers; Cyclization; Cyclopropanes; Embedded systems; Organic compounds; Photoredox Catalysis; Physical Sciences; Radical/Polar Crossover; Radicals; Science & Technology; Substitution reactions; Photoredox Catalysis; ALKYLATION; Cyclopropanes; ENABLES; Radical; Radicals; DISCOVERY; ALKENES; Polar Crossover; POTENT; Cyclization; CONSTRUCTION; GENERATION; CATALYZED CYCLOPROPANATION
• ISSN: 1615-4150; 1615-4169
• DOI: 10.1002/adsc.201901051

Photoredox‐mediated radical/polar crossover (RPC) processes provide unique solutions to challenging annulations. Herein, we describe an approach to the cyclopropanation of olefins that are embedded within bicyclic scaffolds. Whereas these systems are notoriously recalcitrant toward classical cyclopr...