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

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, Email: xqyutfol.com

L. He, J. Yu, J. Zhang, X.-Q. Yu, Org. Lett., 2007, 9, 2277-2280.

DOI: 10.1021/ol070537i (free Supporting Information)


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Abstract

Copper(II) trifluoromethanesulfonate catalyzed a mild amidation of cyclic ethers with iminoiodanes with good yields and selectivity. A subsequent reductive ring-opening of the tosylamidated products gives α,ϖ-amino alcohols.

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Key Words

Amidation, Amino Alcohols, Iodosobenzene Diacetate, Sodium Borohydride


ID: J54-Y2007-1800