A Cooperative
Cobalt-Driven System for One-Carbon
Extension in the Synthesis of (Z)‑Silyl Enol
Ethers from Aldehydes: Unlocking Regio- and Stereoselectivity
posted on 2023-12-12, 21:13authored bySoumyashree Jena, Lars Frenzen, Vishal Chugh, Jiajun Wu, Thomas Weyhermüller, Alexander A. Auer, Christophe Werlé
The research presented
herein explores a cobalt-based catalytic
system, distinctively featuring a cooperative boron-centric element
within its intricate ligand architecture. This system is strategically
engineered to enable the integration of a singular carbon atom into
aldehydes, a process culminating in the production of (Z)-silyl enol ethers. Beyond offering an efficient one-pot synthesis
route, this method adeptly overcomes challenges inherent to conventional
techniques, such as the need for large amounts of additives, restrictive
functional group tolerance, and extreme reaction temperatures. Initial
mechanistic studies suggest the potential role of a cobalt–carbene
complex as a catalytically significant species and underscore the
importance of the borane segment. Collectively, these observations
highlight the potential of this system in advancing complex bond activation
pursuits.