Synthesis of aryl-substituted derivatives of acetogenins using the Ti-catalyzed homo-cyclomagnesiation of 1,2-dienes as a key step
Publication type: Journal Article
Publication date: 2023-10-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
New symmetric aryl-substituted derivatives of acetogenins were synthesized using the Ti-catalyzed homo-cyclomagnesiation of aryl-substituted 1,2-dienes at the key step. Ruthenium catalyzed oxidative cyclization of symmetric aryl-substituted 1Z,5Z-dienes was used to synthesize diols and ketols containing a tetrahydrofuran fragment. Diastereoselective reduction of ketols with L-selectride yielded target diols. In addition, by oxidation of ketols with Dess—Martin periodinane, diketones were synthesized in high yields.
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Makarov A. A. et al. Synthesis of aryl-substituted derivatives of acetogenins using the Ti-catalyzed homo-cyclomagnesiation of 1,2-dienes as a key step // Russian Chemical Bulletin. 2023. Vol. 72. No. 10. pp. 2366-2371.
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Makarov A. A., Ishbulatov I. V., Makarova E. Kh., Dyakonov V. A., Dzhemilev U. M. Synthesis of aryl-substituted derivatives of acetogenins using the Ti-catalyzed homo-cyclomagnesiation of 1,2-dienes as a key step // Russian Chemical Bulletin. 2023. Vol. 72. No. 10. pp. 2366-2371.
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TY - JOUR
DO - 10.1007/s11172-023-4034-4
UR - https://doi.org/10.1007/s11172-023-4034-4
TI - Synthesis of aryl-substituted derivatives of acetogenins using the Ti-catalyzed homo-cyclomagnesiation of 1,2-dienes as a key step
T2 - Russian Chemical Bulletin
AU - Makarov, A. A.
AU - Ishbulatov, I. V.
AU - Makarova, E Kh
AU - Dyakonov, V A
AU - Dzhemilev, U M
PY - 2023
DA - 2023/10/01
PB - Springer Nature
SP - 2366-2371
IS - 10
VL - 72
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2023_Makarov,
author = {A. A. Makarov and I. V. Ishbulatov and E Kh Makarova and V A Dyakonov and U M Dzhemilev},
title = {Synthesis of aryl-substituted derivatives of acetogenins using the Ti-catalyzed homo-cyclomagnesiation of 1,2-dienes as a key step},
journal = {Russian Chemical Bulletin},
year = {2023},
volume = {72},
publisher = {Springer Nature},
month = {oct},
url = {https://doi.org/10.1007/s11172-023-4034-4},
number = {10},
pages = {2366--2371},
doi = {10.1007/s11172-023-4034-4}
}
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MLA
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Makarov, A. A., et al. “Synthesis of aryl-substituted derivatives of acetogenins using the Ti-catalyzed homo-cyclomagnesiation of 1,2-dienes as a key step.” Russian Chemical Bulletin, vol. 72, no. 10, Oct. 2023, pp. 2366-2371. https://doi.org/10.1007/s11172-023-4034-4.