A5055151550- Catalytic C–H Functionalization Methods
- Synthetic Organic Chemistry Methods
- X-ray Diffraction in Crystallography
- Synthesis and Catalytic Reactions
- Crystallization and Solubility Studies
- Cyclopropane Reaction Mechanisms
- Chemical Synthesis and Analysis
- Asymmetric Synthesis and Catalysis
- Chemical Reactions and Isotopes
- Crystallography and molecular interactions
- Innovative Microfluidic and Catalytic Techniques Innovation
- Chemical synthesis and alkaloids
- Oxidative Organic Chemistry Reactions
- Vanadium and Halogenation Chemistry
- Catalytic Cross-Coupling Reactions
Technion – Israel Institute of Technology
2021-2024
University of Haifa
2021
Indian Institute of Science Bangalore
2018
We report a highly diastereoselective synthesis of polysubstituted bicyclobutanes possessing up to three stereodefined quaternary centers and five substituents. Our strategy involves carbometalation cyclopropenes followed by cyclization furnish the bicyclobutane ring system. This straightforward approach allows for incorporation diverse range substituents functional groups, notably without need electron-withdrawing functionalities.
The first catalytic enantioselective synthesis of 5,6-dihydro-4H-1,2-oxazines bearing an oxygen-containing quaternary stereogenic center has been developed through iodoetherification γ,δ-unsaturated oximes. This operationally straightforward reaction is catalyzed by Cinchona alkaloids-based bifunctional tertiary aminothiourea derivatives and furnishes the products generally in good to excellent yields with moderate high enantioselectivities (up 97:3 er).
Iridium catalyzed alkene isomerization-cope rearrangement of ω-diene epoxide furnishes 3,4-dihydrooxepines. These oxepines are hydrolyzed to diastereomerically pure 1,6-dicarbonyl compound containing two contiguous stereocenters within acyclic system.
Abstract Neighboring group participation, the assistance of non‐conjugated electrons to a reaction center, is fundamental phenomenon in chemistry. In framework nucleophilic substitution reactions, neighboring participation known cause rate acceleration, first order kinetics (S N 1), and retention configuration. The latter result double inversion: one when displaces leaving group, second nucleophile substitutes group. This powerful control stereoretention has been widely used organic...