An Efficient Entry to syn- and anti-Selective Isoindolinones via an Organocatalytic Direct Mannich/Lactamization Sequence

作者:Bisai Vishnumaya; Unhale Rajshekhar A; Suneja Arun; Dhanasekaran Sivasankaran; Singh Vinod K*
来源:Organic Letters, 2015, 17(9): 2102-2105.
DOI:10.1021/acs.orglett.5b00676

摘要

An organocatalytic direct Mannich-lactamization sequence for the syntheses of pharmacologically important enantioenriched isoindolinones is reported. The method utilizes simple a-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.

  • 出版日期2015-5-1