Convergent Biomimetic Semisynthesis of Disesquiterpenoid Rumphellolide J

Georgijs Stakanovs, Sergey Belyakov, Aigars Jirgensons, Dace Rasiņa

S2 TABLE OF CONTENTS Table S1. β-Caryophyllene-derived terpenoids isolated from Rumphella antipathies ...................................... S3 Table S2. NMR spectra of 4β,8β-epoxycaryophyllan-5-ol ((–)-6) ....................................................................... S6 Table S3. NMR spectra of rumphellaoic acid A ((+)-5) ....................................................................................... S7 Table S4. NMR spectra of rumphellolide J ((–)-7) .............................................................................................. S8 Table S5. Comparison of NMR data of isolated and synthesized 4β,8β-epoxycaryophyllan-5-ol ..................... S9 Table S6. Comparison of NMR data of isolated and synthesized rumphellaoic acid A.................................... S10 Table S7. Comparison of NMR data of isolated and synthesized rumphellolide J ........................................... S11 Table S8. Comparison of specific rotation values ............................................................................................ S12 NMR spectra of compounds ............................................................................................................................ S13 S1. NMR of 4β,8β-epoxycaryophyllan-5-ol ((–)-6)............................................................................................ S13 S2. NMR of compound (–)-12 ........................................................................................................................... S19 S3. NMR of compound (+)-13 ........................................................................................................................... S21 S4. NMR of compound (+)-14 ........................................................................................................................... S27 S5. NMR of (+)-rumphellaoic acid A ((+)-5) ...................................................................................................... S33 S6. NMR of rumphellolide J ((–)-7) ................................................................................................................... S39 IR spectra.......................................................................................................................................................... S45 X-Ray crystallographic supplementary data for compound (–)-12 ................................................................ S52 X-Ray crystallographic supplementary data for (+)-rumphellaoic acid A ((+)-5) ........................................... S54 X-Ray crystallographic supplementary data for rumphellolide J ((–)-7) ........................................................ S56

Date
03.03.2022.
Keywords
Convergent Biomimetic Semisynthesis of Disesquiterpenoid Rumphellolide J
Hyperlink
https://www.rsc.org/suppdata/d2/ob/d2ob00238h/d2ob00238h1.pdf