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Organocatalytic Heterocyclization Driven by Dynamic Kinetic Resolution: Enantioselective Access to Multi-heteroatomic Cyclic Structures Mediated by Cinchona Alkaloid-based Catalysts.
- Source :
- Advanced Synthesis & Catalysis; Aug2017, Vol. 359 Issue 16, p2874-2880, 7p
- Publication Year :
- 2017
-
Abstract
- A new class of multi-heteroatomic cyclic compounds containing N, S and O has been achieved in an enantioselective fashion via desymmetrization of 2-cyano-N-tosylbenzylidenimine with thiols and subsequent catalytic dynamic kinetic resolution (DKR). Both organo- and phase transfer catalysis based on cinchona alkaloids having two H-bonding coordination sites proved to be effective to furnish very good level of enantioselectivity (up to 95:5 er) in the heterocyclization of racemic N-Tosyl-protected N,S-acetals deriving from 2-formyl benzonitriles. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 359
- Issue :
- 16
- Database :
- Complementary Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 124660713
- Full Text :
- https://doi.org/10.1002/adsc.201700472