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Cyclopropylmethyl Protection of Phenols: Total Synthesis of the Resveratrol Dimers Anigopreissin?A and Resveratrol-Piceatannol Hybrid.

ABSTRACT: We demonstrate the versatile use of the cyclopropylmethyl group to protect phenols through the total synthesis of two benzofuran-based natural products, that is, anigopreissin?A and the resveratrol-piceatannol hybrid. This protecting group is a good alternative to the conventional methyl group, owing to the feasibility of introduction, stability under a variety of conditions, and its relative ease of removal under different acidic conditions.

SUBMITTER: Kumar A

PROVIDER: S-EPMC6276102 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature

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Cyclopropylmethyl Protection of Phenols: Total Synthesis of the Resveratrol Dimers Anigopreissin A and Resveratrol-Piceatannol Hybrid.

Kumar Arvind A Saleeb Michael M Werz Dominik D Elofsson Mikael M

ChemistryOpen 20181105 12

We demonstrate the versatile use of the cyclopropylmethyl group to protect phenols through the total synthesis of two benzofuran-based natural products, that is, anigopreissin A and the resveratrol-piceatannol hybrid. This protecting group is a good alternative to the conventional methyl group, owing to the feasibility of introduction, stability under a variety of conditions, and its relative ease of removal under different acidic conditions. ...[more]

PMID: 30524921

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Total Synthesis of Viniferifuran, Resveratrol-Piceatannol Hybrid, Anigopreissin A and Analogues - Investigation of Demethylation Strategies.

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Publisher Correction: Computation-guided asymmetric total syntheses of resveratrol dimers.

Project description: Not available

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