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Organocatalytic enantioselective alpha-amination of 5-substituted rhodanines: an efficient approach to chiral N,S-acetals

Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2014-12-07

Journal: ORGANIC & BIOMOLECULAR CHEMISTRY

Included Journals: Scopus、SCIE、PubMed

Volume: 12

Issue: 45

Page Number: 9097-9100

ISSN: 1477-0520

Abstract: We report a highly efficient approach to constructing chiral N,S-acetals using 5-substituted rhodanines as sulfur-bound pronucleophiles catalyzed by natural cinchona alkaloids quinine or quinidine. This alpha-amination reaction has a broad substrate scope, and the products featuring both rhodanine and N,S-acetal structural motifs were obtained in high yields and excellent enantioselectivities.

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