OBR TBDMSO H A, BR2=B B, BR2=n-CAHg C, BR2=C-CsHg Meo A 1.(COC)2 H oO 1.n-BuANF HO. C 2. H2, Pd/BasO4 C OH 2. NalO4 (Me2 N)2C=S H 1.HF HO2C 2. Nalo 1PTC,2氧化脱辅基 CICO2Et LiSBu-t 1.KOH 1.(COC)2 2. TBDMSCI 大片段 2. iCuEt2 3.CH2=C(OMe)M 4 . n-BUAN tBus
OBR2 TBDMSO H A, BR2=B B, BR2=n-C4H9 C, BR2=c-C5H9 S O O MeO H A 1.n-Bu4NF 2.NaIO4 O O HO2C 1.PTC, 2.氧化脱辅基 1.(COCl)2 2.H2 , Pd/BaSO4 (Me2N)2C=S O O C O H B 1.HF 2.NaIO4 O O OH HO2C ClCO2Et LiSBu-t O O O OH t -BuS 1.KOH 2.TBDMSCl 3.CH2 =C(OMe)Me 4.n-Bu4NF HO t -BuS O O O O 1.(COCl)2 2.LiCuEt2 t -BuS O O O O 大片段
C CO2H 1.CH2N2 CHO CHO 2.Et3SICl 1.HF 3.DIBAl-H 小片段 2. Nalo 4. CrO3(Py)2 CHO 大片段 LiN(SiMe3)2 OH O EtsI 小片段 tRust 1.NaB tBuSO 2. (CI2CHCO)20 3.ACOH OCCHCI2 4. CuOSO2CF 3 1KOH Et(iPr2N 2. Py cro3 OH Naoac OH 3.TFA
CHO C 1.HF 2.NaIO4 CO2H OH 1.CH2N2 2.Et3SiCl 3.DIBAl-H 4.CrO3 (Py)2 CHO OH 小片段 t -BuS O O O O 大片段 CHO OH 小片段 LiN(SiMe3 ) 2 t -BuS O O O O O Et 3Si OH 1.KOH 2.Py.CrO3 NaOAc 3.TFA O O O OH O O 1.NaBH4 2.(Cl 2 CHCO) 2O 3.AcOH 4.CuOSO2 CF3 Et(i - Pr) 2 N O O O OH OCCHCl 2 O O
2.利福霉素S的合成 Meo OAC OH OH OH O OH O CO2 Me o OMe OAc oHOH
2. 利福霉素S的合成 OAc OH OH NH O O O OH O O MeO O H O OMe OAc OH OH CO2Me NH2 O O OH O O HO
2.1 Retroanalysis of Naphthalene derivatives OH O OH O HO OH OH O Meo少 Meo
NH2 O O OH O O HO O O OH O O HO O O OH MeO OH MeO 2.1 Retroanalysis of Naphthalene derivatives
2.2 Retroanalysis of main chain CO,Me o OMe OAC OHOH
H O OMe OAc OH OH CO2Me 2.2 Retroanalysis of main chain