| Literature DB >> 31553519 |
Shou-Guo Wang1, Yang Liu1,2, Nicolai Cramer1.
Abstract
An efficient Cpx RhIII -catalyzed enantioselective alkenyl C-H functionalization/[4+1] annulation of acryl amides and allenes is reported. The described transformation provides straightforward access to enantioenriched α,β-unsaturated-γ-lactams bearing a quaternary stereocenter. The reaction operates under mild conditions, displays a broad functional-group tolerance, and provides 2H-pyrrol-2-ones with excellent selectivity of up to 97:3 er. Such scaffolds are frequently found in natural products and synthetic bioactive compounds and are of significant synthetic value. It is noteworthy that the allene serves as a one-carbon unit in the [4+1]-annulation.Entities:
Keywords: C−H activation; [4+1]-annulation; asymmetric catalysis; chiral Cp ligands; rhodium
Year: 2019 PMID: 31553519 DOI: 10.1002/anie.201909971
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336