Photoinduced Deprotection of Tetrahydropyranyl Ethers with High Selectivity and Ultrahigh Efficiency

A photoinduced deprotection of tetrahydropyranyl (THP) ethers under mild and metal‐free conditions is reported. The transformation proceeded well in good to excellent yields (up to 98%) in the presence of 0.1 mol% of BrCCl 3 . THP ethers of both aliphatic alcohols and phenols were deprotected efficiently with high selectivity. Other acid‐sensitive protecting groups (AcO, NHBoc, and ketal) were well tolerated. This convenient methodology has also been successfully extended to typical natural product scaffolds, including amino acid derivative, sugar, and cholesterol derivatives.

Authors

Institutions

Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-12-01
DOI
https://doi.org/10.1002/ejoc.202501089
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Photoinduced Deprotection of Tetrahydropyranyl Ethers with High Selectivity and Ultrahigh Efficiency

Yongna Lu, Pinzhu Qin, Xianhui Sun, Xiamin Cheng et al.
European Journal of Organic Chemistry
Radical Photochemical Reactions
article

Photoinduced Deprotection of Tetrahydropyranyl Ethers with High Selectivity and Ultrahigh Efficiency

Yongna Lu, Pinzhu Qin, Xianhui Sun, Xiamin Cheng, Xin Yang
article en

Abstract

A photoinduced deprotection of tetrahydropyranyl (THP) ethers under mild and metal‐free conditions is reported. The transformation proceeded well in good to excellent yields (up to 98%) in the presence of 0.1 mol% of BrCCl 3 . THP ethers of both aliphatic alcohols and phenols were deprotected efficiently with high selectivity. Other acid‐sensitive protecting groups (AcO, NHBoc, and ketal) were well tolerated. This convenient methodology has also been successfully extended to typical natural product scaffolds, including amino acid derivative, sugar, and cholesterol derivatives.

European Journal of Organic ChemistryVol. 29(2)
Ministry of Ecology and Environment (CN), The Synergetic Innovation Center for Advanced Materials (CN), Yunnan Open University (CN)
Government of Jiangsu Province, Nanjing Tech University
Openalex Percentile: Top 71%
Radical Photochemical Reactions
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.

Photoinduced Deprotection of Tetrahydropyranyl Ethers with High Selectivity and Ultrahigh Efficiency — Yongna Lu, Pinzhu Qin, et al. · European Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS