Synthesis of Chiral beta-Lactams by Pd-Catalyzed Enantioselective Amidation of Methylene C(sp(3))-H Bonds
CHINESE JOURNAL OF CHEMISTRY(2020)
摘要
The Summary of main observation and conclusion A Pd(II)-catalyzed enantioselective intramolecular amidation of both benzylic and unbiased methylene C(sp(3))-H bonds for the straightforward synthesis of chiral beta-lactams from aliphatic carboxamides is reported. The combination of 2-pyridinylisopropyl (PIP) auxiliary with 3,3'-substituted BINOL ligands is crucial for the enhancement of both reactivity and enantiocontrol of differentiating unbiased methylene C(sp(3))-H bonds. The desired chemoselective C-N reductive elimination was achieved by employing 2-fluoro-1-iodo-4-nitrobenzene as oxidant.
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