65864-99-5Relevant articles and documents
Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines
Poh, Jian-Siang,Makai, Szabolcs,von Keutz, Timo,Tran, Duc N.,Battilocchio, Claudio,Pasau, Patrick,Ley, Steven V.
supporting information, p. 1864 - 1868 (2017/02/05)
We report herein the asymmetric coupling of flow-generated unstabilized diazo compounds and propargylated amine derivatives, using a new pyridinebis(imidazoline) ligand, a copper catalyst and base. The reaction proceeds rapidly, generating chiral allenes in 10–20 minutes with high enantioselectivity (89–98 % de/ee), moderate yields and a wide functional group tolerance.
Iterative reactions of transient boronic acids enable sequential C-C bond formation
Battilocchio, Claudio,Feist, Florian,Hafner, Andreas,Simon, Meike,Tran, Duc N.,Allwood, Daniel M.,Blakemore, David C.,Ley, Steven V.
, p. 360 - 367 (2016/04/04)
The ability to form multiple carbon-carbon bonds in a controlled sequence and thus rapidly build molecular complexity in an iterative fashion is an important goal in modern chemical synthesis. In recent times, transition-metal-catalysed coupling reactions
Cyclopropanation using flow-generated diazo compounds
Roda, Nuria M.,Tran, Duc N.,Battilocchio, Claudio,Labes, Ricardo,Ingham, Richard J.,Hawkins, Joel M.,Ley, Steven V.
supporting information, p. 2550 - 2554 (2015/11/17)
We have devised a room temperature process for the cyclopropanation of electron-poor olefins using unstabilised diazo compounds, generated under continuous flow conditions. This protocol was applied to a wide range of different diazo species to generate f
