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Tandem cross-metathesis/hydrogenation/cyclization reactions by using compatible catalysts
Janine Cossy1, Frédéric Bargiggia, Samir BouzBouz
1Laboratoire de Chimie Organique associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 Paris Cedex 05, France. janine.cossy@espci.fr
Organic Letters
|February 14, 2003
Summary
A novel one-pot reaction synthesizes lactones and lactols using tandem cross-metathesis, hydrogenation, and cyclization. This efficient process demonstrates catalyst compatibility at room temperature and atmospheric hydrogen pressure.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Chemistry
Background:
- Tandem reactions offer efficient synthetic routes by combining multiple transformations in one pot.
- Developing compatible catalytic systems for sequential reactions is crucial for streamlining synthesis.
Purpose of the Study:
- To develop a one-pot tandem procedure for synthesizing substituted lactones and lactols.
- To demonstrate the compatibility of ruthenium and platinum catalysts in a sequential reaction.
Main Methods:
- A one-pot tandem reaction involving cross-metathesis, hydrogenation, and cyclization was performed.
- The reaction utilized a ruthenium catalyst and platinum dioxide (PtO2) under 1 atm of hydrogen at room temperature.
Main Results:
- The successful synthesis of substituted lactones from acrylic acid derivatives was achieved.
- Substituted lactols were synthesized from acrolein derivatives.
- The compatibility of the ruthenium and PtO2 catalysts in the tandem process was confirmed.
Conclusions:
- A novel, efficient one-pot tandem reaction for lactone and lactol synthesis was established.
- The demonstrated catalyst compatibility opens avenues for further development of multi-step catalytic processes.