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Julia-Kocienski-Like Connective C−C and C=C Bond-Forming Reaction
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SYSNO ASEP 0587192 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Julia-Kocienski-Like Connective C−C and C=C Bond-Forming Reaction Author(s) Bon, D.J.Y.D. (CZ)
Chrenko, D. (CZ)
Kováč, O. (CZ)
Ferugová, V. (CZ)
Lasák, Pavel (UEB-Q) ORCID
Fuksová, Markéta (UEB-Q) RID, SAI, ORCID
Zálešák, F. (CZ)
Pospíšil, Jiří (UEB-Q) ORCID, RID, SAINumber of authors 8 Source Title Advanced Synthesis & Catalysis. - : Wiley - ISSN 1615-4150
Roč. 366, č. 3 (2024), s. 480-487Number of pages 8 s. Language eng - English Country DE - Germany Keywords coupling reaction ; divergence in synthesis ; fatty acid synthesis ; olefination method ; stereoselectivity OECD category Organic chemistry R&D Projects EF16_019/0000738 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) Method of publishing Open access Institutional support UEB-Q - RVO:61389030 UT WOS 001137284200001 EID SCOPUS 85181483941 DOI https://doi.org/10.1002/adsc.202301054 Annotation In this paper, we present a one-pot protocol that enables a straightforward and selective transformation of alkyl benzothiazol-2-yl and phenyltetrazol-2-yl sulfones and acyl chlorides into ketones, E-olefins, Z-olefins, and even pyrroles. The final product of the reaction depends on the proper choice of the reaction workup. Notably, the protocol designed for olefin formation allows a switch between E- and Z-olefin formation by the correct choice of the reaction workup. These developed protocols facilitate the formation of all compounds under mild reaction conditions, as evidenced by the synthesis of (nitro)-fatty acids, and the concept can be extended to other product formations, as demonstrated by the synthesis of pyrroles. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2025 Electronic address https://doi.org/10.1002/adsc.202301054
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