Isothiourea-catalysed enantioselective radical conjugate addition under batch and flow conditions

Chem Commun (Camb). 2022 Jun 28;58(52):7277-7280. doi: 10.1039/d2cc02432b.

Abstract

The photocatalytic generation of α-amino radicals is combined with chiral isothiourea derived α,β-unsaturated acyl ammonium intermediates. The reaction proceeds VIA a [3+2] radical-polar crossover mechanism to generate γ-lactams in good yields and enantioselectivities. The enantioselective radical conjugate addition was carried out under batch and flow conditions.

MeSH terms

  • Catalysis
  • Lactams*
  • Stereoisomerism
  • Thiourea*

Substances

  • Lactams
  • Thiourea