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Enantioselective Pictet–Spengler Reaction of Acyclic α-Ketoesters Using Chiral Imidazoline-Phosphoric Acid Catalysts
- Source :
- Organic Letters. 24:1072-1076
- Publication Year :
- 2022
- Publisher :
- American Chemical Society (ACS), 2022.
-
Abstract
- The first enantioselective Pictet-Spengler reaction of acyclic α-ketoesters with tryptamines has been developed. Excellent yields and enantioselectivity were obtained for the reaction using chiral imidazoline-phosphoric acid catalysts. Density functional theory calculations suggested possible transition states that explain the origin of chiral induction. This process provides an efficient route for the synthesis of tetrahydro-β-carboline derivatives.
- Subjects :
- Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 24
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....b6f3b39f39a36cf9d8a7c095162a2060