2‑Methyltetrahydrofuran as a Solvent of Choice for Spontaneous Metathesis/Isomerization Sequence

A new protocol for ring-closing metathesis/isomerization sequence was developed. The reactions of selected dienes were performed in overheated 2-methyltetrahydrofuran at 120 °C and provided a wide range of cyclic vinyl ethers and amides with good yields and selectivities. Computational analysis sugg...

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Veröffentlicht in:ACS omega 2019-01, Vol.4 (1), p.1831-1837
Hauptverfasser: Rajkiewicz, Adam A, Skowerski, Krzysztof, Trzaskowski, Bartosz, Kajetanowicz, Anna, Grela, Karol
Format: Artikel
Sprache:eng
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Zusammenfassung:A new protocol for ring-closing metathesis/isomerization sequence was developed. The reactions of selected dienes were performed in overheated 2-methyltetrahydrofuran at 120 °C and provided a wide range of cyclic vinyl ethers and amides with good yields and selectivities. Computational analysis suggests that the relative yield of products depends on a thermodynamically driven process on the basis of relative stabilities of isomers.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.8b03027