A general protocol for the synthesis ofα,β-dehydroamino acids and their peptides was developed.Proline efficiently catalyzed an aldol condensation reaction of a glycine Schiff base with a variety of aldehydes.The hy...A general protocol for the synthesis ofα,β-dehydroamino acids and their peptides was developed.Proline efficiently catalyzed an aldol condensation reaction of a glycine Schiff base with a variety of aldehydes.The hydroxy group on the benzophenone imine was crucial for high Z/E selectivity and further transimination for protecting group-freeα,β-dehydroamino esters.Peptide elongation of both the C-and N-terminals highlighted the usefulness of our present protocol.展开更多
基金supported by MEXT KAKENHI grant numbers JP21A204,JP21H05207,and JP21H05208 for The Grant-in-Aid for Transformative Research Areas(A)Digitalization-driven Transformative Organic Synthesis(Digi-TOS)from MEXT,a Grant-in-Aid for Scientific Research(B)(JP21H02607)the JST-FOREST program(JPMJFR2229)+1 种基金a Grant-in-Aid for Basis for Supporting Innovative Drug Discovery and Life Science Research(BINDS)(JP20am0101091,JP22ama121031)and AMED(JP21ak0101167,JP22ak0101167,JP23ak0101167)J.S.thanks the Japan Science and Technology Agency(JST)SPRING(JPMJSP2136).
文摘A general protocol for the synthesis ofα,β-dehydroamino acids and their peptides was developed.Proline efficiently catalyzed an aldol condensation reaction of a glycine Schiff base with a variety of aldehydes.The hydroxy group on the benzophenone imine was crucial for high Z/E selectivity and further transimination for protecting group-freeα,β-dehydroamino esters.Peptide elongation of both the C-and N-terminals highlighted the usefulness of our present protocol.
