5. Synthesis of α-hydroxyphosphonates, an important class of bioactive compounds
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Zita Rádai
Abstract
The synthesis of α-hydroxyphosphonates represents a hot topic in organophosphorus chemistry due to the potential biological activity of these derivatives. The so-called Pudovik or Abramov reaction has been performed using a large number of catalysts, including bases and metal complexes. In the last two decades, “green” accomplishments were developed to avoid exotic catalysts, harsh reaction conditions and the excessive use of organic solvents in the reactions, and during the work-up procedures.
Abstract
The synthesis of α-hydroxyphosphonates represents a hot topic in organophosphorus chemistry due to the potential biological activity of these derivatives. The so-called Pudovik or Abramov reaction has been performed using a large number of catalysts, including bases and metal complexes. In the last two decades, “green” accomplishments were developed to avoid exotic catalysts, harsh reaction conditions and the excessive use of organic solvents in the reactions, and during the work-up procedures.
Kapitel in diesem Buch
- Frontmatter I
- Preface V
- Contents VII
- List of Contributors IX
- 1. Typical approaches for the preparation of phosphine oxides; a review on the synthetic methods applied in the last five years 1
- 2. Methods for the preparation of phosphinates and phosphonates with a focus on recent advances 35
- 3. The importance of organophosphorus compounds as biologically active agents 53
- 4. Resolution of phosphine oxides 66
- 5. Synthesis of α-hydroxyphosphonates, an important class of bioactive compounds 91
- 6. Synthesis of α-aminophosphonates by the Kabachnik–Fields reaction and by the Pudovik reaction 108
- 7. The use of the T3P® reagent in the synthesis of phosphinic and phosphonic derivatives 148
- 8. P–C couplings by the Hirao reaction 158
- 9. Deoxygenation of phosphine oxides 179
- 10. Dronic acid derivatives – An important group of phosphorus-containing drugs 199
- 11. P-Chemistry at ambient conditions: A recent update 214
- 12. Recent developments in the synthesis of new P-heterocycles 232
- 13. Ultrasound-assisted synthesis of organophosphorus compounds 248
- 14. Computational study of the aromaticity and antiaromaticity of cyclic organophosphorus compounds containing a single phosphorus atom 264
- 15. Crown ethers containing phosphorus in the macroring 284
- Index 309
Kapitel in diesem Buch
- Frontmatter I
- Preface V
- Contents VII
- List of Contributors IX
- 1. Typical approaches for the preparation of phosphine oxides; a review on the synthetic methods applied in the last five years 1
- 2. Methods for the preparation of phosphinates and phosphonates with a focus on recent advances 35
- 3. The importance of organophosphorus compounds as biologically active agents 53
- 4. Resolution of phosphine oxides 66
- 5. Synthesis of α-hydroxyphosphonates, an important class of bioactive compounds 91
- 6. Synthesis of α-aminophosphonates by the Kabachnik–Fields reaction and by the Pudovik reaction 108
- 7. The use of the T3P® reagent in the synthesis of phosphinic and phosphonic derivatives 148
- 8. P–C couplings by the Hirao reaction 158
- 9. Deoxygenation of phosphine oxides 179
- 10. Dronic acid derivatives – An important group of phosphorus-containing drugs 199
- 11. P-Chemistry at ambient conditions: A recent update 214
- 12. Recent developments in the synthesis of new P-heterocycles 232
- 13. Ultrasound-assisted synthesis of organophosphorus compounds 248
- 14. Computational study of the aromaticity and antiaromaticity of cyclic organophosphorus compounds containing a single phosphorus atom 264
- 15. Crown ethers containing phosphorus in the macroring 284
- Index 309
