Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media
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Details
| Original language | English |
|---|---|
| Pages (from-to) | 211-240 |
| Number of pages | 30 |
| Journal | Green Chemistry Letters and Reviews |
| Volume | 5 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - 2012 |
| Publication type | A1 Journal article-refereed |
Abstract
In this work, the intramolecular C-H insertion of diazoacetamides catalyzed by dirhodium(II) complexes and using CO2 as solvent is disclosed. The expected lactams were obtained in yields over 97%. The asymmetric intramolecular C-H insertion was also achieved and the beta-lactam 14 was obtained in > 97% yield and 65% ee using the chiral dirhodium(II) catalyst Rh-2(S-PTTL)(4). Finally, the dirhodium(II) complex Rh-2(OAc)(4) was used in two consecutive cycles in which complete conversion to the lactam was observed.
Keywords
- diazoacetamides, C-H insertion, dirhodium(II), lactams, scCO(2), ASYMMETRIC CYCLOPROPANATION, ALPHA-DIAZOACETAMIDES, HOMOGENEOUS CATALYSIS, SUPERCRITICAL FLUIDS, CARBOXYLATES, ENANTIOSELECTIVITY, TRANSFORMATIONS, IMMOBILIZATION, ACTIVATION, STRATEGY