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Abstract:
A visible-light-enabled, photocatalyst-free conjugate addition reaction of dehydroamino acids is disclosed. Employing 4-acyl-1,4-dihydropyridines as both a radical reservoir and reductant, various beta-acyl alpha-amino acids and their deuterated analogues were obtained in good results. Both late-stage peptide modification and stereoselective synthesis of chiral oxazolidinones are successfully achieved. The protocol is characterized by mild conditions and efficient derivatization, thus unlocking a novel blueprint to access unnatural amino acid derivatives, important building blocks with potential application in the peptidomimetic toolbox.
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ORGANIC LETTERS
ISSN: 1523-7060
Year: 2021
Issue: 14
Volume: 23
Page: 5299-5304
5 . 2 0 0
JCR@2022
ESI Discipline: CHEMISTRY;
ESI HC Threshold:96
JCR Journal Grade:1
Cited Count:
WoS CC Cited Count: 39
SCOPUS Cited Count: 38
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 10
Affiliated Colleges: