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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 21
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Original Articles

Hydrogen Peroxide/Boric Acid: An Efficient System for Oxidation of Aromatic Aldehydes and Ketones to Phenols

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Pages 3781-3791 | Received 06 Apr 1999, Published online: 17 Sep 2007

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. 2006. Name Reactions. Name Reactions 177 178 .
Shizuka Saito & Jun Kawabata. (2005) Effects of electron-withdrawing substituents on DPPH radical scavenging reactions of protocatechuic acid and its analogues in alcoholic solvents. Tetrahedron 61:34, pages 8101-8108.
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Jie Jack LiJie Jack Li. 2003. Name Reactions. Name Reactions 99 99 .
William R. Sanderson. 2002. Handbook of Green Chemistry and Technology. Handbook of Green Chemistry and Technology 258 305 .
Harry Heaney & Amanda J Newbold. (2001) The oxidation of aromatic aldehydes by magnesium monoperoxyphthalate and urea–hydrogen peroxide. Tetrahedron Letters 42:37, pages 6607-6609.
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