Effective C5‐Arylation of Peptide‐Integrated Oxazoles: Almazole D. Issue 4 (21st December 2020)

• Record Type: Journal Article
• Authors: Oberheide, Ansgar; Arndt, Hans‐Dieter
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 4(2021)
• Page Start: 1132
• Page End: 1136
• Publication Date: 2020-12-21
• Subjects: Cross-coupling -- peptides -- natural products -- total synthesis -- heterocycles.; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202001262
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An efficient functionalization approach of oxazoles by using Pd‐catalyzed cross‐coupling reactions is reported. Oxazolone formation and subsequent sulfamoylation in situ are facilitated by employing N, N ‐diethylsulfamoyl imidazolium triflate. Cross‐couplings provide both oxazole‐arenes and oxazole‐heteroarenes and were compatible with sensitive and epimerization‐prone substrates, as exemplified by the total synthesis of the natural product almazole D. Abstract :