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Regiochemical Studies of the Ring Expansion Reactions of Hydroxy Azides with Cyclic Ketones

✍ Scribed by Smith, Brenton T.; Gracias, Vijaya; Aubé, Jeffrey

Book ID
125885623
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
106 KB
Volume
65
Category
Article
ISSN
0022-3263

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✍ Vijaya Gracias; Kristine E. Frank; Gregory L. Milligan; Jeffrey Aubé 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 798 KB

Although alkyl azides can react with ketones to torm ring-expanded lactams, the reaction suffers from poor generality and the need to use powerful Lewis acid promotion. The reactions of 1,2-and 1,3-hydroxyalkyl azides with ketones yield N-hydroxyalkyl lactams in high yields under the action of proti