Catalytic asymmetric synthesis of chiral thiohydantoins via the domino cyclization reaction of β,γ-unsaturated α-ketoesters and N,N′-dialkylthiourea
Organic Chemistry Frontiers, ISSN: 2052-4129, Vol: 9, Issue: 16, Page: 4358-4364
2022
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Article Description
The first catalytic asymmetric route to synthesize chiral thiohydantoins containing a quaternary stereogenic center has been established using a chiral phosphoric acid catalyzed domino cyclization reaction of N,N′-dialkyl thioureas with β,γ-unsaturated α-ketoesters. By applying a chiral phosphoric acid catalyst, various chiral thiohydantoins containing a hemiaminal structure were obtained in high yields and excellent enantioselectivities (up to 97% ee) and two C-N bonds could be constructed in this reaction.
Bibliographic Details
Royal Society of Chemistry (RSC)
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