Search

The Petasis reaction using (1S,2R)-1-amino-2-indanol as the substrate and an activator to construct α- and β-butadienyl amines in optically pure forms was realized, which are otherwise difficult to prepare. The reactions feature a metal-free nature, broad substrate scope, complete regioselectivities (γ-selectivity of pinacol homoallenyl- and isoprenylboronates), and high to excellent chirality induction (up to >20 : 1 dr). The favored nucleophilic addition across the Si-face of the imine intermediate was explained using DFT calculations of the six-membered chair-like transition state. [ABSTRACT FROM AUTHOR]

Dual C–H thiolation reactions using elemental sulphur remain a challenge. This communication discloses an oxidative radical dual sp2/sp3 C–H thiolation strategy for the coupling of imidazopyridines with ethers or alkanes using elemental sulphur. [ABSTRACT FROM AUTHOR]