Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 3, Pages 1116-1150Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201913645
Keywords
convergence; fragment coupling; radical chemistry; total synthesis
Categories
Funding
- Yale University
Ask authors/readers for more resources
Fragment coupling reactions that form carbon-carbon bonds are important transformations in synthetic design. In recent years, there has been an increase in fragment couplings proceeding via carbanionic and open-shell intermediates. These reactions provide predictability and reliability, while also offering valuable lessons for students.
Fragment coupling reactions that form carbon-carbon bonds are valuable transformations in synthetic design. Advances in metal-catalyzed cross-coupling reactions in the early 2000s brought a high level of predictability and reliability to carbon-carbon bond constructions involving the union of unsaturated fragments. By comparison, recent years have witnessed an increase in fragment couplings proceeding via carbanionic and open-shell (free radical) intermediates. The latter has been driven by advances in methods to generate and utilize carbon-centered radicals under mild conditions. In this Review, we survey a selection of recent syntheses that have implemented carbanion- or radical-based fragment couplings to form carbon-carbon bonds. We aim to highlight the strategic value of these disconnections in their respective settings and to identify extensible lessons from each example that might be instructive to students.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available