TY - JOUR T1 - Asymmetric Alkenyl C-H Functionalization by Cpx RhIII forms 2H-Pyrrol-2-ones through [4+1]-Annulation of Acryl Amides and Allenes. AU - Wang,Shou-Guo, AU - Liu,Yang, AU - Cramer,Nicolai, Y1 - 2019/10/28/ PY - 2019/08/06/received PY - 2019/09/20/revised PY - 2019/9/26/pubmed PY - 2019/9/26/medline PY - 2019/9/26/entrez KW - C−H activation KW - [4+1]-annulation KW - asymmetric catalysis KW - chiral Cp ligands KW - rhodium SP - 18136 EP - 18140 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 58 IS - 50 N2 - 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. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/31553519/Asymmetric_Alkenyl_C_H_Functionalization_by_Cpx_RhIII_forms_2H_Pyrrol_2_ones_through_[4+1]_Annulation_of_Acryl_Amides_and_Allenes_ DB - PRIME DP - Unbound Medicine ER -