Lewis acid promoted reactions. IV. Oxidation deprotection of trimethylsilyl ethers with silver and sodium bromates; AgBrO3, NaBrO3

Article abstract of DOI:10.1080/00397919408011700

Primary and secondary benzylic and saturated trimethylsilyl ethers are converted to their carbonyl compounds with AgBrO₃/AlCl₃ efficiently. p-Hydroquinonetrimethylsilyl ether is also converted with both AgBrO₃/AlCl₃ and NaBrO₃/AlCl₃ to p-benzoquinone. AgBrO₃/AlCl₃ is also able to oxidize primary trimethylsilyl ethers to their carboxylic acids. Primary and secondary benzylic trimethylsilyl ethers are also converted to their carbonyl compounds with NaBrO₃/AlCl₃; AgBrO₃ is more efficient and selective oxidant than NaBrO₃.

Full text of DOI:10.1080/00397919408011700

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Synthetic Communications: An
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Organic Chemistry
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Lewis Acid Promoted
1a,b
Reactions. (IV.)
Oxidation
Deprotection of Trimethylsilyl
Ethers with Silver and Sodium
Bromates; AgBrO , NaBrO
3
3
a
a
H. Firouzabadi & I. Mohammadpoor-Baltork
a
Chemistry Department , Shiraz University Shiraz ,
Iran
Published online: 23 Sep 2006.
To cite this article: H. Firouzabadi & I. Mohammadpoor-Baltork (1994) Lewis Acid
1a,b
Promoted Reactions. (IV.)
Oxidation Deprotection of Trimethylsilyl Ethers with
Silver and Sodium Bromates; AgBrO , NaBrO , Synthetic Communications: An
3
3
International Journal for Rapid Communication of Synthetic Organic Chemistry, 24:8,
065-1077, DOI: 10.1080/00397919408011700
1
To link to this article: http://dx.doi.org/10.1080/00397919408011700
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