TY  - GEN
AU  - Đurković, Filip T.
AU  - Ferjančić, Zorana
AU  - Bihelović, Filip
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6500
AB  - Indole alkaloid (+)-rauvomine B1 contains cyclopropane ring incorporated in the unprecedented 6/5/6/6/3/5 hexacyclic structure ornate with six stereocenters, making this compound a challenging synthetic task. Our strategy for (+)-rauvomine B total synthesis proceeds via a key tetracyclic intermediate, which could be efficiently prepared from commercially available N-Boc-(S)-tryptophan in 4 steps: 1) homologization to homotryptophan 2) aldol reaction 3) Pictet Spengler reaction 4) elimination. This efficient route also enabled several other members of macroline/sarpagine indole alkaloids to be synthesized from this common intermediate,via unified strategy.
PB  - Belgrade : Serbian Chemical Society
T2  - 58. Savetovanje Srpskog hemijskog društva, Kratki izvodi radova, Beograd 9. i 10. jun 2022. godine
T1  - Sintetičke studije za dobijanje (+)-rauvomina B i drugih članova  makrolinske/sarpaginske grupe alkaloida
T1  - Synthetic studies towards (+)-rauvomine B and other  macroline/sarpagine alkaloids
IS  - 58
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6500
ER  - 

@misc{
author = "Đurković, Filip T. and Ferjančić, Zorana and Bihelović, Filip",
year = "2022",
abstract = "Indole alkaloid (+)-rauvomine B1 contains cyclopropane ring incorporated in the unprecedented 6/5/6/6/3/5 hexacyclic structure ornate with six stereocenters, making this compound a challenging synthetic task. Our strategy for (+)-rauvomine B total synthesis proceeds via a key tetracyclic intermediate, which could be efficiently prepared from commercially available N-Boc-(S)-tryptophan in 4 steps: 1) homologization to homotryptophan 2) aldol reaction 3) Pictet Spengler reaction 4) elimination. This efficient route also enabled several other members of macroline/sarpagine indole alkaloids to be synthesized from this common intermediate,via unified strategy.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "58. Savetovanje Srpskog hemijskog društva, Kratki izvodi radova, Beograd 9. i 10. jun 2022. godine",
title = "Sintetičke studije za dobijanje (+)-rauvomina B i drugih članova  makrolinske/sarpaginske grupe alkaloida, Synthetic studies towards (+)-rauvomine B and other  macroline/sarpagine alkaloids",
number = "58",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6500"
}

Đurković, F. T., Ferjančić, Z.,& Bihelović, F.. (2022). Sintetičke studije za dobijanje (+)-rauvomina B i drugih članova  makrolinske/sarpaginske grupe alkaloida. in 58. Savetovanje Srpskog hemijskog društva, Kratki izvodi radova, Beograd 9. i 10. jun 2022. godine
Belgrade : Serbian Chemical Society.(58).
https://hdl.handle.net/21.15107/rcub_cherry_6500

Đurković FT, Ferjančić Z, Bihelović F. Sintetičke studije za dobijanje (+)-rauvomina B i drugih članova  makrolinske/sarpaginske grupe alkaloida. in 58. Savetovanje Srpskog hemijskog društva, Kratki izvodi radova, Beograd 9. i 10. jun 2022. godine. 2022;(58).
https://hdl.handle.net/21.15107/rcub_cherry_6500 .

Đurković, Filip T., Ferjančić, Zorana, Bihelović, Filip, "Sintetičke studije za dobijanje (+)-rauvomina B i drugih članova  makrolinske/sarpaginske grupe alkaloida" in 58. Savetovanje Srpskog hemijskog društva, Kratki izvodi radova, Beograd 9. i 10. jun 2022. godine, no. 58 (2022),
https://hdl.handle.net/21.15107/rcub_cherry_6500 .