Intramolecular Asymmetric Iodoetherification of ortho-Allylphenols Catalyzed by Chiral Multinuclear Zn Bis(aminoimino)binaphthoxide

The catalytic, asymmetric intramolecular iodoetherification of ortho-allylphenols was achieved using a multinuclear zinc bis(aminoimino)binaphthoxide complex, generating dihydrobenzofuran compounds in up to 99% yields with 85% ee. Azidation of the chiral compound 2-iodomethyldihydrobenzofuran and a subsequent click reaction with phenylacetylene gave the corresponding triazolesubstituted dihydrobenzofuran while maintaining the original chirality.

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Publication Details

Journal
Synlett
Published
2026-05-29
DOI
https://doi.org/10.1055/a-2885-7988
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Intramolecular Asymmetric Iodoetherification of ortho-Allylphenols Catalyzed by Chiral Multinuclear Zn Bis(aminoimino)binaphthoxide

Takayoshi Arai, Ryunosuke Okada, Ryuhei Chiba, Yuki Namba
Synlett
Catalytic C–H Functionalization Methods
article

Intramolecular Asymmetric Iodoetherification of ortho-Allylphenols Catalyzed by Chiral Multinuclear Zn Bis(aminoimino)binaphthoxide

Takayoshi Arai, Ryunosuke Okada, Ryuhei Chiba, Yuki Namba
article en

Abstract

The catalytic, asymmetric intramolecular iodoetherification of ortho-allylphenols was achieved using a multinuclear zinc bis(aminoimino)binaphthoxide complex, generating dihydrobenzofuran compounds in up to 99% yields with 85% ee. Azidation of the chiral compound 2-iodomethyldihydrobenzofuran and a subsequent click reaction with phenylacetylene gave the corresponding triazolesubstituted dihydrobenzofuran while maintaining the original chirality.

Synlett
Chiba University (JP)
Clean water and sanitation
Openalex Percentile: Top 10%
Catalytic C–H Functionalization Methods
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Intramolecular Asymmetric Iodoetherification of ortho-Allylphenols Catalyzed by Chiral Multinuclear Zn Bis(aminoimino)binaphthoxide — Takayoshi Arai, Ryunosuke Okada, et al. · Synlett (2026) | TGRS Research Map | TGRS