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

ABSTRACT: 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.

SUBMITTER: Rajkiewicz AA

PROVIDER: S-EPMC6648348 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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

Rajkiewicz Adam A AA Skowerski Krzysztof K Trzaskowski Bartosz B Kajetanowicz Anna A Grela Karol K

ACS omega 20190123 1

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. ...[more]

PMID: 31459437

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