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Convenient Cleavage Reaction of 1-Acylhydantoin to Amide

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Author(s): Jun-ichi Yamaguchi | Kanako Nozaki Abe | Takao Narushima

Journal: International Journal of Organic Chemistry
ISSN 2161-4687

Volume: 03;
Issue: 03;
Start page: 194;
Date: 2013;
Original page

Keywords: Amides | Acylhydantoin | Chiral Auxiliaries | Cleavage | Lewis Acid

ABSTRACT
A cleavage reaction of 1-acylhydantoin by an amine in tetrahydrofuran at elevated temperature provided the corre-sponding amide and hydantoin in high yield. It was found that the addition of diethylaluminum chloride accelerated the cleavage reaction rate. The amide yield depended on the steric hindrance of the amine.
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