Chemistry - A European Journal, volume 6, issue 7, pages 1140-1146

A New Method for the Deprotection of Benzyl Ethers or the Selective Protection of Alcohols

Publication typeJournal Article
Publication date2000-04-03
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor4.3
ISSN09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
A new selective method for the deprotection of benzyl ethers situated next to alcohols in the alpha, beta, or gamma position is presented which uses either NIS or DIB/I2 as a reagent. After initial formation of a hypoiodite intermediate, the reaction is believed to follow a radical pathway to resemble the Hoffman-Loffler-Freytag reaction. The formation of the intermediate hypoiodite is suggested on the basis of NMR studies. Depending on the substrate, the corresponding benzylidene derivatives or diols are isolated.

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Madsen J., Viuf C., BOLS M. A New Method for the Deprotection of Benzyl Ethers or the Selective Protection of Alcohols // Chemistry - A European Journal. 2000. Vol. 6. No. 7. pp. 1140-1146.
GOST all authors (up to 50) Copy
Madsen J., Viuf C., BOLS M. A New Method for the Deprotection of Benzyl Ethers or the Selective Protection of Alcohols // Chemistry - A European Journal. 2000. Vol. 6. No. 7. pp. 1140-1146.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/(SICI)1521-3765(20000403)6:7<1140::AID-CHEM1140>3.0.CO;2-6
UR - https://doi.org/10.1002/(SICI)1521-3765(20000403)6:7<1140::AID-CHEM1140>3.0.CO;2-6
TI - A New Method for the Deprotection of Benzyl Ethers or the Selective Protection of Alcohols
T2 - Chemistry - A European Journal
AU - Madsen, Jacob
AU - Viuf, Christel
AU - BOLS, Mikael
PY - 2000
DA - 2000/04/03 00:00:00
PB - Wiley
SP - 1140-1146
IS - 7
VL - 6
SN - 0947-6539
SN - 1521-3765
ER -
BibTex |
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BibTex Copy
@article{2000_Madsen,
author = {Jacob Madsen and Christel Viuf and Mikael BOLS},
title = {A New Method for the Deprotection of Benzyl Ethers or the Selective Protection of Alcohols},
journal = {Chemistry - A European Journal},
year = {2000},
volume = {6},
publisher = {Wiley},
month = {apr},
url = {https://doi.org/10.1002/(SICI)1521-3765(20000403)6:7<1140::AID-CHEM1140>3.0.CO;2-6},
number = {7},
pages = {1140--1146},
doi = {10.1002/(SICI)1521-3765(20000403)6:7<1140::AID-CHEM1140>3.0.CO;2-6}
}
MLA
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MLA Copy
Madsen, Jacob, et al. “A New Method for the Deprotection of Benzyl Ethers or the Selective Protection of Alcohols.” Chemistry - A European Journal, vol. 6, no. 7, Apr. 2000, pp. 1140-1146. https://doi.org/10.1002/(SICI)1521-3765(20000403)6:7<1140::AID-CHEM1140>3.0.CO;2-6.
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