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Chiral Proton-Transfer Shuttle Catalysts Promoted Enantio-selective Nazarov Cyclization.
- Source :
-
Synlett . Jan2023, Vol. 34 Issue 1, p29-39. 11p. - Publication Year :
- 2023
-
Abstract
- The Nazarov cyclization reaction is a convenient, widely used method for the synthesis of cyclopentenones. In this account, we reviewed our recent efforts on the chiral proton-transfer shuttle catalysts promoted enantioselective Nazarov cyclization. We have synthesized various chiral cyclopenta[ b ]indoles and chiral α,α′-disubstituted cyclopentenones by means of cooperative catalysis of a Lewis acid and a chiral spiro phosphoric acid. The mechanistic studies revealed that the chiral spiro phosphoric acid acts as a multifunctional catalyst: it co-catalyzes the cyclization of the dienone and enantioselectively catalyzes a proton-transfer reaction of the enol intermediate via a hydrogen--bonding network. 1 Introduction 2 Enantioselective Nazarov Cyclization of Indole Enones 3 Enantioselective Silicon-Directed Nazarov Cyclization 4 Conclusion [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 09365214
- Volume :
- 34
- Issue :
- 1
- Database :
- Academic Search Index
- Journal :
- Synlett
- Publication Type :
- Academic Journal
- Accession number :
- 160850695
- Full Text :
- https://doi.org/10.1055/a-1967-1175