Serbian Academy of Sciences and Arts [F193]

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Serbian Academy of Sciences and Arts [F193]

Authors

Publications

Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H

Vulović, Bojan; Kolarski, Dusan; Bihelović, Filip; Matović, Radomir; Gruden, Maja; Saičić, Radomir N.

(American Chemical Society (ACS), 2016)

TY  - JOUR
AU  - Vulović, Bojan
AU  - Kolarski, Dusan
AU  - Bihelović, Filip
AU  - Matović, Radomir
AU  - Gruden, Maja
AU  - Saičić, Radomir N.
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1847
AB  - 1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold(I)-catalyzed dominocyclization which affords alpha-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified in the synthesis of (-)-gabosine H and its epimer.
PB  - American Chemical Society (ACS)
T2  - Organic Letters
T1  - Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H
VL  - 18
IS  - 15
SP  - 3886
EP  - 3889
DO  - 10.1021/acs.orglett.6b01898
ER  - 
@article{
author = "Vulović, Bojan and Kolarski, Dusan and Bihelović, Filip and Matović, Radomir and Gruden, Maja and Saičić, Radomir N.",
year = "2016",
abstract = "1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold(I)-catalyzed dominocyclization which affords alpha-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified in the synthesis of (-)-gabosine H and its epimer.",
publisher = "American Chemical Society (ACS)",
journal = "Organic Letters",
title = "Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H",
volume = "18",
number = "15",
pages = "3886-3889",
doi = "10.1021/acs.orglett.6b01898"
}
Vulović, B., Kolarski, D., Bihelović, F., Matović, R., Gruden, M.,& Saičić, R. N.. (2016). Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H. in Organic Letters
American Chemical Society (ACS)., 18(15), 3886-3889.
https://doi.org/10.1021/acs.orglett.6b01898
Vulović B, Kolarski D, Bihelović F, Matović R, Gruden M, Saičić RN. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H. in Organic Letters. 2016;18(15):3886-3889.
doi:10.1021/acs.orglett.6b01898 .
Vulović, Bojan, Kolarski, Dusan, Bihelović, Filip, Matović, Radomir, Gruden, Maja, Saičić, Radomir N., "Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H" in Organic Letters, 18, no. 15 (2016):3886-3889,
https://doi.org/10.1021/acs.orglett.6b01898 . .
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Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen

Novkovic, L; Trmcic, M; Rodić, Marko V.; Bihelović, Filip; Zlatar, Matija; Matović, Radomir; Saičić, Radomir N.

(Royal Soc Chemistry, Cambridge, 2015)

TY  - JOUR
AU  - Novkovic, L
AU  - Trmcic, M
AU  - Rodić, Marko V.
AU  - Bihelović, Filip
AU  - Zlatar, Matija
AU  - Matović, Radomir
AU  - Saičić, Radomir N.
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1796
AB  - Domino reactions of ketones with molecular oxygen in the presence of potassium hydroxide and potassium t-butoxide afford cyclic hydroperoxy acetals (3,5-dihydroxy-1,2-dioxanes). Mixed endoperoxides can also be obtained in a three-component reaction of two ketones and oxygen.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen
VL  - 5
IS  - 120
SP  - 99577
EP  - 99584
DO  - 10.1039/c5ra13476e
ER  - 
@article{
author = "Novkovic, L and Trmcic, M and Rodić, Marko V. and Bihelović, Filip and Zlatar, Matija and Matović, Radomir and Saičić, Radomir N.",
year = "2015",
abstract = "Domino reactions of ketones with molecular oxygen in the presence of potassium hydroxide and potassium t-butoxide afford cyclic hydroperoxy acetals (3,5-dihydroxy-1,2-dioxanes). Mixed endoperoxides can also be obtained in a three-component reaction of two ketones and oxygen.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen",
volume = "5",
number = "120",
pages = "99577-99584",
doi = "10.1039/c5ra13476e"
}
Novkovic, L., Trmcic, M., Rodić, M. V., Bihelović, F., Zlatar, M., Matović, R.,& Saičić, R. N.. (2015). Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(120), 99577-99584.
https://doi.org/10.1039/c5ra13476e
Novkovic L, Trmcic M, Rodić MV, Bihelović F, Zlatar M, Matović R, Saičić RN. Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen. in RSC Advances. 2015;5(120):99577-99584.
doi:10.1039/c5ra13476e .
Novkovic, L, Trmcic, M, Rodić, Marko V., Bihelović, Filip, Zlatar, Matija, Matović, Radomir, Saičić, Radomir N., "Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen" in RSC Advances, 5, no. 120 (2015):99577-99584,
https://doi.org/10.1039/c5ra13476e . .
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Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C

Matović, Radomir; Bihelović, Filip; Gruden-Pavlović, Maja; Saičić, Radomir N.

(Royal Soc Chemistry, Cambridge, 2014)

TY  - JOUR
AU  - Matović, Radomir
AU  - Bihelović, Filip
AU  - Gruden-Pavlović, Maja
AU  - Saičić, Radomir N.
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1400
AB  - The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic & Biomolecular Chemistry
T1  - Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C
VL  - 12
IS  - 39
SP  - 7682
EP  - 7685
DO  - 10.1039/c4ob01436g
ER  - 
@article{
author = "Matović, Radomir and Bihelović, Filip and Gruden-Pavlović, Maja and Saičić, Radomir N.",
year = "2014",
abstract = "The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic & Biomolecular Chemistry",
title = "Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C",
volume = "12",
number = "39",
pages = "7682-7685",
doi = "10.1039/c4ob01436g"
}
Matović, R., Bihelović, F., Gruden-Pavlović, M.,& Saičić, R. N.. (2014). Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C. in Organic & Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 12(39), 7682-7685.
https://doi.org/10.1039/c4ob01436g
Matović R, Bihelović F, Gruden-Pavlović M, Saičić RN. Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C. in Organic & Biomolecular Chemistry. 2014;12(39):7682-7685.
doi:10.1039/c4ob01436g .
Matović, Radomir, Bihelović, Filip, Gruden-Pavlović, Maja, Saičić, Radomir N., "Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C" in Organic & Biomolecular Chemistry, 12, no. 39 (2014):7682-7685,
https://doi.org/10.1039/c4ob01436g . .
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