Stereoselective Olefination with Sterically Demanding Julia- Kocienski Reagents: Total Synthesis of Oxo-prothracarcin, Oxo- tomaymycin, and Boseongazepine B
Table S1. Prelimenary reaction condittions screening for the olefination of 10a with sulfone 11a[a]...........2 Table S2. Solvent screening for the olefination of 10a with sulfone 11g......................................................5 Table S3. 1H Data comparison of oxo-prothracarcin (4) ...............................................................................5 Table S4. 13C Data comparison of oxo-prothracarcin (4) ..............................................................................5 Table S5. Specific rotation comparison of oxo-prothracarcin (4) .................................................................6 Table S6. 1H Data comparison of oxo-tomaymycin (5) ................................................................................6 Table S7. 13C Data comparison of oxo-tomaymycin (5) ...............................................................................6 Table S8. Specific rotation comparison of oxo-tomaymycin (5)...................................................................7 Table S9. 1H Data comparison boseongazepine B (6) ...................................................................................7 Table S10. 13C Data comparison of boseongazepine B (6)............................................................................7 Table S11. Specific rotation comparison of boseongazepine B (6)...............................................................7 Scheme S1. Synthesis of triones 10 ...............................................................................................................8 Scheme S2. Synthesis of Julia-Kocienski reagents 11...................................................................................9 Figure SI-1. Typical plots for E/Z- determination of 12a............................................................................10 Figure SI-2. ORTEP molecular structure of PBD 5 ....................................................................................11 Figure SI-3. ORTEP molecular structure of compound 11g .......................................................................12 NMR spectra ................................................................................................................................................14 DFT calculations........................................................................................................................................127
Pieteikuma datums
17.08.2022.
Atslēgas vārdi
Stereoselective Olefination with Sterically Demanding Julia- Kocienski Reagents: Total Synthesis of Oxo-prothracarcin, Oxo- tomaymycin, and Boseongazepine B
Hipersaite
https://pubs.acs.org/doi/suppl/10.1021/acsomega.2c03732/suppl_file/ao2c03732_si_001.pdf
