电邮这篇文章 Synthesis of (3aS,4aS,6aR)-2-oxo-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-4-yl acetate, as a key synthon in approaches to (–)-galiellalactone
- 作者: Gimazetdinov A.M.1, Zagitov V.V.1, Makaev Z.R.1, Miftakhov M.S.1
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隶属关系:
- Ufa Institute of Chemistry UFRS RAS
- 期: 卷 61, 编号 2 (2025)
- 页面: 167-171
- 栏目: Articles
- URL: https://rjraap.com/0514-7492/article/view/684320
- DOI: https://doi.org/10.31857/S0514749225020062
- EDN: https://elibrary.ru/DGQXMT
- ID: 684320
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详细
The synthesis of bicyclic allyl acetate 2, a promising precursor of (-)-galileolactone 1, is described. The approach is based on the separation of diastereomeric carboxamides obtained by amidation of racemic gem-dichloro-substituted Grieco lactone with (+)-α-methylbenzylamine. Subsequent steps of transformation of an individual diastereomer include reactions of complete reductive dechlorination, construction of an allyl alcohol fragment in the ring part by stereo- and regiospecific bromohydroxylylation with NBS in aqueous THF, and dehydrobromination.
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作者简介
A. Gimazetdinov
Ufa Institute of Chemistry UFRS RAS
编辑信件的主要联系方式.
Email: gimazetdinov@anrb.ru
ORCID iD: 0000-0002-8539-3442
俄罗斯联邦, prosp. Oktyabrya, 71, Ufa, 450054
V. Zagitov
Ufa Institute of Chemistry UFRS RAS
Email: gimazetdinov@anrb.ru
俄罗斯联邦, prosp. Oktyabrya, 71, Ufa, 450054
Z. Makaev
Ufa Institute of Chemistry UFRS RAS
Email: gimazetdinov@anrb.ru
ORCID iD: 0000-0002-0958-3164
俄罗斯联邦, prosp. Oktyabrya, 71, Ufa, 450054
M. Miftakhov
Ufa Institute of Chemistry UFRS RAS
Email: gimazetdinov@anrb.ru
俄罗斯联邦, prosp. Oktyabrya, 71, Ufa, 450054
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