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Direct enantioselective vinylogous Mannich‐type reactions of acyclic enals: New experimental insights into the E/Z ‐dilemma
- Source :
- Chirality. 31:522-533
- Publication Year :
- 2019
- Publisher :
- Wiley, 2019.
-
Abstract
- The direct heterofunctionalization of acyclic α,β-unsaturated aldehydes with N-acylquinolinium ions contemplating the formation of two stereocentres is studied using dienamine catalysis. This work gives some new experimental insights on the remote stereocontrol in dienamine catalysis using unbiased aliphatic systems and large electrophiles, pointing to a (Z)-preference of the reactive configuration of the second double bond.
- Subjects :
- vinylogous reactivity
Pharmacology
chemistry.chemical_classification
Mannich reactions
Double bond
010405 organic chemistry
Organic Chemistry
acyclic enals
Enantioselective synthesis
O-acetals
010402 general chemistry
dienamine catalysis
01 natural sciences
Combinatorial chemistry
Catalysis
0104 chemical sciences
Analytical Chemistry
chemistry
Drug Discovery
Electrophile
Spectroscopy
N,O-acetals
Subjects
Details
- ISSN :
- 1520636X and 08990042
- Volume :
- 31
- Database :
- OpenAIRE
- Journal :
- Chirality
- Accession number :
- edsair.doi.dedup.....5ffa72caac6c53726c50ec68efd17ba5
- Full Text :
- https://doi.org/10.1002/chir.23077