Chemoenzymatic Dynamic Kinetic Resolution Protocol with an Immobilized Oxovanadium as a Racemization Catalyst.

Area of Science:

• Organic Chemistry
• Catalysis
• Green Chemistry

Background:

• Dynamic kinetic resolution (DKR) is crucial for synthesizing enantiomerically pure compounds.
• Immobilized catalysts offer advantages in separation, reusability, and stability.
• Developing cost-effective and compatible catalytic systems remains a challenge.

Purpose of the Study:

• To develop a cost-effective and highly efficient dynamic kinetic resolution (DKR) protocol for chiral secondary alcohols.
• To immobilize an oxovanadium catalyst onto diatomite (V-D) and a lipase LA catalyst onto a macroporous resin (LA-MR).
• To optimize and evaluate the performance and stability of the coupled catalytic system.

Main Methods:

• Immobilization of oxovanadium catalyst onto diatomite via grinding (V-D).
• Immobilization of lipase LA onto a macroporous resin (LA-MR).
• Development and optimization of the DKR protocol using response surface methodology.

Main Results:

• The DKR protocol achieved high yield (96.1%), enantiomeric excess (98.67%), and selectivity (98.28%) under optimized conditions.
• The immobilized oxovanadium catalyst (V-D) demonstrated excellent compatibility with the immobilized lipase (LA-MR).
• The catalytic system showed high stability, with effective reuse up to six times.

Conclusions:

• The developed LA-V-MD DKR protocol is a cost-effective and promising method for producing chiral secondary alcohols.
• Grinding immobilization offers a low-cost, efficient alternative for metal catalyst immobilization.
• The compatibility of immobilized catalysts avoids deactivation, enhancing overall process efficiency.