title: An Efficient Entry to syn- and anti-Selective Isoindolinones via an Organocatalytic Direct Mannich/Lactamization Sequence.
abstract: An organocatalytic direct Mannich-lactamization sequence for the syntheses of pharmacologically important enantioenriched isoindolinones is reported. The method utilizes simple α-amino acids to deliver syn- and anti- selective isoindolinones with remarkably high enantioselectivity (up to >99% ee) in good to excellent yields and diastereomeric ratios. The overall sequence involves one C-C and two C-N bond forming events in one pot starting from inexpensive starting material.
authors: †Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal, MP - 462 066, India.
authors: Vishnumaya
authors: V
authors: Bisai
authors: †Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal, MP - 462 066, India.
authors: Rajshekhar A
authors: RA
authors: Unhale
authors: †Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal, MP - 462 066, India.
authors: Arun
authors: A
authors: Suneja
authors: §Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, UP - 208 016, India.
authors: Sivasankaran
authors: S
authors: Dhanasekaran
authors: †Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal, MP - 462 066, India.|§Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, UP - 208 016, India.
authors: Vinod K
authors: VK
authors: Singh
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D054833:Isoindoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000596:Amino Acids; D054833:Isoindoles