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Letter

α-Amidation of Cyclic Ethers Catalyzed by Simple Copper Salt and a Mild and Efficient Preparation Method for α,-Amino Alcohols

Supporting Info

Ling He,^†^‡ Jing Yu,^‡ Ji Zhang,^† and Xiao-Qi Yu*^†

Department of Chemistry, Key Laboratory of Green Chemistry and Technology (Ministry of Education), Sichuan University, Chengdu, 610064, People's Republic of China, and Key Laboratory of Drug-Targeting of Education Ministry of China, West China School of Pharmacy, Sichuan University, Chengdu, 610041, People's Republic of China

Org. Lett., 2007, 9 (12), pp 2277–2280

DOI: 10.1021/ol070537i

Publication Date (Web): May 11, 2007

†

Key Laboratory of Green Chemistry and Technology.

‡

Key Laboratory of Drug-Targeting of Education Ministry of China.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, xqyu@tfol.com

Abstract

Copper(II) trifluoromethanesulfonate catalyzed the amidation of cyclic ethers with iminoiodanes under mild conditions (CH₂Cl₂, 40 °C) with good yields (up to 86% based on 97% conversion) and selectivity (only α-amino products were found). Subsequently, the tosylamidated products could undergo a reductive ring-opening reaction to give α,-amino alcohols.

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Published In Issue June 07, 2007
Received March 2, 2007

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Letter

α-Amidation of Cyclic Ethers Catalyzed by Simple Copper Salt and a Mild and Efficient Preparation Method for α,-Amino Alcohols

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Efficient Copper-Catalyzed Benzylic Amidation with Anhydrous Chloramine-T

Facile Amine Formation by Intermolecular Catalytic Amidation of Carbon−Hydrogen Bonds

General and Efficient Copper-Catalyzed Amidation of Saturated C−H Bonds Using N-Halosuccinimides as the Oxidants

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