Email this article Unusual Stereoselectivity in Elimination Reactions of Allylic Acetate Catalyzed by Pd(PPh3)4 in (±)-9α,11α,15α-triacetate Cloprostenol p-Methoxybenzyl Ester
- Authors: Zagitov V.V.1, Vostrikov N.S.1, Miftakhov M.S.1
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Affiliations:
- Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences
- Issue: Vol 60, No 10 (2024)
- Pages: 1048-1053
- Section: Articles
- URL: https://journal-vniispk.ru/0514-7492/article/view/283171
- DOI: https://doi.org/10.31857/S0514749224100074
- EDN: https://elibrary.ru/QLRUKN
- ID: 283171
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Abstract
Attempts to replace the allylic C15-acetate group of cloprostenol with a tosyl group under phase-transfer catalysis conditions (СH2Cl2/H2O, R3R′N+Hal-, NaOH, TsOH, Pd(PPh3)4) led to the corresponding 13E, 15Z derivative with moderate yield. The same compound is stereoselectivity formed in high yield when this reaction is carried out in a THF-Pd(PPh3)4-NaH medium.
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About the authors
V. V. Zagitov
Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences
Email: vostrikov@anrb.ru
Russian Federation, prosp. Oktyabrya, 71, Ufa, 450054
N. S. Vostrikov
Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences
Author for correspondence.
Email: vostrikov@anrb.ru
prosp. Oktyabrya, 71, Ufa, 450054
M. S. Miftakhov
Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences
Email: vostrikov@anrb.ru
Russian Federation, prosp. Oktyabrya, 71, Ufa, 450054
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