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.
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.