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210930s2021 mau o 001 0 eng d |
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|a OPELS
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|z 9780128246184
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|a (OCoLC)1270967247
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|a QD421.A1
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|a 572.549
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|a The alkaloids.
|n Volume 86 /
|c edited by Hans-Joachim Kn�olker.
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|a Cambridge, MA :
|b Academic Press is an imprint of Elsevier,
|c 2021.
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|a 1 online resource (1 volume)
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|a text
|b txt
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|a computer
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|a online resource
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|a Includes index.
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|a Online resource; title from PDF title page (ScienceDirect, viewed September 30, 2021).
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|a Intro -- The Alkaloids -- Copyright -- Contents -- Contributors -- Preface -- Chapter One: Aspidosperma and Strychnos alkaloids: Chemistry and biology -- 1. Introduction and scope -- 2. Biological activity -- 3. Biosynthesis of Aspidosperma and Strychnos alkaloids -- 4. Synthesis of Aspidosperma alkaloids -- 4.1. Rawal�s synthesis of (+)-tabersonine (ent-21), (+)-16-methoxytabersonine (ent-22) and (+)-aspidospermidine (3) -- 4.2. Fukuyama�s synthesis of (�)-vincadifformine (26) and (-)-tabersonine (21) -- 4.3. Murphy�s synthesis of (�)-aspidospermidine (3) and formal synthesis of (�)-vindoline (30) -- 4.4. Heathcock�s synthesis of (�)-aspidospermidine (3) -- 4.5. Au�b�s synthesis of (+)-aspidospermidine (3) -- 4.6. Marino�s synthesis of (+)-aspidospermidine (3) -- 4.7. Shishido�s synthesis of (-)-aspidospermine (8) -- 4.8. Gnecco�s synthesis of (+)-aspidospermidine (3) -- 4.9. Banwell�s synthesis of (�)-aspidospermidine (3) and (�)-limaspermidine (17) -- 4.10. Boger�s synthesis of (-)-vindoline (30), (-)-vindorosine (29), spegazzinine (11), aspidospermine (8), (-)-deoxoapod ... -- 4.11. Zard�s synthesis of (�)-aspidospermidine (3) -- 4.12. Pearson�s formal synthesis of (�)-aspidospermidine (3) and (�)-aspidospermine (8) -- 4.13. Coldham�s synthesis of (�)-aspidospermidine (3) and (�)-aspidospermine (8) -- 4.14. Saito�s synthesis of (+)-aspidospermidine (3) -- 4.15. Iwabuchi�s synthesis of (+)-aspidospermidine (3) -- 4.16. Tomioka�s synthesis of (-)-aspidospermidine (3) -- 4.17. Canesi�s synthesis of (�)-aspidospermidine (3) -- 4.18. Cho�s synthesis of (�)-aspidospermidine (3), (+)-aspidospermidine (3) and (-)-tabersonine (21) -- 4.19. MacMillan�s synthesis of (+)-aspidospermidine (3), (+)-vincadifformine (ent-26) and (-)-minovincine (27) -- 4.20. Pandey�s synthesis of (+)-vincadifformine (ent-26), (+)-ervinceine (28) and (+)-aspidospermidine (3).
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|a 4.21. Waser�s synthesis of (�)-aspidospermidine (3) and (�)-jerantinine E (25) -- 4.22. Movassaghi�s synthesis of (-)-N-methyldehydroaspidospermidine (ent-5), (-)-N-methylaspidospermidine (ent-4), (-)-as ... -- 4.23. Gaunt�s synthesis of (�)-aspidospermidine (3) -- 4.24. Bach�s synthesis of (�)-aspidospermidine (3) -- 4.25. Matsuo�s synthesis of (�)-aspidospermidine (3) -- 4.26. Shao�s synthesis of (-)-aspidospermidine (ent-3), (-)-limaspermidine (ent-17), (+)-10-oxocylindrocarpidine (20), (+ ... -- 4.27. Prasad�s synthesis of (-)-aspidospermidine (3) -- 4.28. Andrade�s synthesis of (-)-aspidospermidine (3), (-)-tabersonine (21), (-)-vincadifformine (26) and (-)-16-methoxyt ... -- 4.29. Oguri�s synthesis of (�)-vincadifformine (26) -- 4.30. Qiu�s synthesis of (�)-N-methylaspidospermidine (4) -- 4.31. Lus formal synthesis of (�)-aspidospermidine (3) -- 4.32. Zhu�s synthesis of (�)-1,2-dehydroaspidospermidine (15), (�)-vincadifformine (ent-26) and (�)-aspidospermidine (3) -- 4.33. She�s synthesis of (�)-aspidospermidine (3) -- 4.34. Fan�s synthesis of (+)-limaspermidine (17) -- 4.35. Nishida�s synthesis of (-)-minovincine (27) -- 4.36. Dixon�s synthesis of (�)-vincadifformine (26) -- 4.37. Jiang�s synthesis of (+)-aspidospermidine (3), (-)-pyrifolidine (12), (+)-vincadifformine (26) and other Aspidosper ... -- 4.38. Zhang�s synthesis of (-)-vindorosine (29) -- 4.39. Stoltz�s synthesis of (+)-limaspermidine (17) -- 4.40. Liu�s formal synthesis of (�)-vindorosine (29) -- 4.41. Moses�s semisyntheses of (-)-jerantinine A (23) and (-)-jerantinine E (25) -- 4.42. Uluda
|& #xFFFD;s synthesis of (�)-1,2-dehydroaspidospermidine (15) and (�)-aspidospermidine (3) -- 4.43. Miranda�s synthesis of (�)-aspidospermidine (3), (�)-1,2-dehydroaspidospermidine (15) and (�)-vincadifformine (26) -- 4.44. Song and Chang�s synthesis of (+)-aspidospermidine (3).
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|a 5. Synthesis of Strychnos alkaloids -- 5.1. Vanderwal�s synthesis of (�)-norfluorocurarine (41), (�)-strychnine (36), (�)-akuammicine (40), (�)-alstolucine B (4 ... -- 5.2. Andrade�s synthesis of (�)-strychnine (36), (�)-akuammicine (40), (-)-akuammicine (40), (-)-norfluorocurarine (41), ... -- 5.3. Reissig�s formal synthesis of (�)-strychnine (36) -- 5.4. MacMillan�s synthesis of (-)-strychnine (36) and (-)-akuammicine (40) -- 5.5. Chen�s synthesis of (�)-strychnine (36) and (�)-akuammicine (40) -- 5.6. Tang�s synthesis of (�)-akuammicine (40) and (�)-strychnine (36) -- 5.7. Qin�s synthesis of (+)-strychnine (ent-36) -- 5.8. Snaddon�s synthesis of (-)-strychnine (36) and (-)-akuammicine (40) -- 5.9. Ishikura�s synthesis of (�)-tubifoline (42) -- 5.10. Takayama�s synthesis of (-)-kopsiyunnanine-I (39) -- 5.11. Canesi�s synthesis of (-)-strychnopivotine (700) -- 5.12. Xie�s synthesis of (-)-tubifoline (42), (-)-tubifolidine (43), (-)-dehydrotubifoline (628) -- 6. Synthesis of bis-Strychnos and bis-Aspidosperma alkaloids -- 6.1. Evanno and Poupon�s semisynthesis of (-)-leucoridine a (51) -- 6.2. Andrade�s synthesis of (-)-leucoridines a (51) and C (52) -- 6.3. Andrade�s semisyntheses of (-)-sungucine (53), (-)-isosungucine (54), and (-)-strychnogucine B (55) -- 6.4. Andrade�s semisynthesis of (-)-melodinine K (56) -- 7. Summary -- Acknowledgments -- Note added in proof -- References -- Chapter Two: Morphine alkaloids: History, biology, and synthesis -- 1. Introduction -- 2. History -- 3. Isolation and structure -- 4. Biosynthesis -- 5. Total synthesis of morphine and congeners -- 5.1. Mulzer (1996) -- Dihydrocodeinone -- 5.2. Parsons (1996) -- Morphine -- 5.3. White (1997) -- ent-Morphine -- 5.4. Mulzer (1997) -- Dihydrocodeinone -- 5.5. Ogasawara (2001) -- Dihydrocodeinone ethylene ketal -- 5.6. Taber (2002) -- Morphine -- 5.7. Trost (2002).
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|a Codeine -- Morphine -- 5.8. Fukuyama (2006) -- rac-Morphine -- 5.9. Parker (2006) -- Dihydrocodeinone -- 5.10. Hudlicky (2007) -- ent-Codeine -- 5.11. Iorga/Guilou (2008) -- rac-Codeine -- 5.12. Chida (2008) -- Dihydroisocodeine -- 5.13. Hudlicky (2009) -- Codeine -- 5.14. Magnus (2009) -- rac-Codeine -- 5.15. Stork (2009) -- rac-Codeine -- 5.16. Fukuyama (2010) -- Morphine -- 5.17. Hudlicky (2011) -- ent-Codeinone -- 5.18. Metz (2011) -- rac-Codeine -- 5.19. Fan (2013) -- rac-Morphine -- 5.20. Hudlicky (2013) -- Dihydrocodeine -- 5.21. Hudlicky (2014) -- ent-Hydromorphone -- 5.22. Opatz (2014) -- Dihydrocodeine -- 5.23. Gaunt (2014) -- Morphine -- 5.24. Zhang (2015) -- rac-Codeine -- 5.25. Hudlicky (2016) -- Hydromorphone -- 5.26. Smith (2016) -- Racemic morphine -- 5.27. Fukuyama (2017) -- Morphine -- 5.28. Metz (2018) -- Codeine -- 5.29. Wang (2019) -- Morphine -- 5.30. Barriault (2019) -- rac-Morphine -- 6. Synthesis of medicinal derivatives -- 6.1. Oxycodone -- 6.1.1. Fukuyama (2014) -- 6.1.2. Chen (2018) -- 6.1.3. Opatz (2019) -- 6.1.4. Hudlicky (2019) -- 6.1.5. Industrial scale synthesis of oxycodone -- 6.2. 10-Keto oxycodone -- 6.2.1. Hudlicky (2019) -- 6.3. Oxymorphone -- 6.3.1. Rice (1978, 1998) -- 6.3.2. Industrial scale synthesis of oxymorphone -- 6.4. Buprenorphine -- 6.4.1. Bentley (1961) -- 6.4.2. Hudlicky (2011) -- 6.4.3. Hudlicky (2012) -- 6.5. N- and O-Dealkylation of opiates and derivatives -- 6.5.1. N-Demethylation -- 6.5.2. Electrophilic reagents -- 6.5.3. Dialkyl azodicarboxylates -- 6.5.4. Polonovski-type reactions -- 6.5.5. Pd-catalysts -- 6.5.6. O-Demethylation -- 6.5.7. Br�nsted acids -- 6.5.8. Lewis acids -- 6.5.9. Nucleophilic O-demethylation -- 6.5.10. Combinatorial acid and nucleophilic O-demethylation -- 6.6. Naltrexone, methyl naltrexone and naloxone syntheses -- 6.6.1. Industrial preparation of naloxone.
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|a 6.6.2. Rice (1977 and 2015) -- 6.6.3. Hudlicky (2012 and 2013) -- 6.6.4. Ellman (2019) -- 6.6.5. N-Methylnaltrexone -- 6.6.6. Industrial synthesis of N-methylnaltrexone -- 6.6.7. Hudlicky (2015) -- 6.7. New horizons: Novel synthetic opioid agonists/antagonists -- 6.7.1. Benzylidene-substituted opiates -- 6.7.2. Portoghese (1991) -- 6.7.3. Nagase (2012 and 2015) -- 6.7.4. Cunningham (2017) -- 6.7.5. MOP/NOR receptor agonists -- 6.7.6. Ko, Husbands, and Toll (2011 and 2018) -- 6.7.7. N-phenethyl species -- 6.7.8. Rice (2000s-2020) -- 7. Conclusions and outlook -- Acknowledgments -- Note added in Proof -- References -- Appendix A -- Cumulative Index of Titles -- Index.
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|a Alkaloids.
|
650 |
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2 |
|a Alkaloids
|0 (DNLM)D000470
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650 |
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6 |
|a Alcalo�ides.
|0 (CaQQLa)201-0001052
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650 |
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7 |
|a Alkaloids
|2 fast
|0 (OCoLC)fst00805398
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700 |
1 |
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|a Kn�olker, Hans-Joachim,
|e editor.
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|u https://sciencedirect.uam.elogim.com/science/bookseries/10994831/86
|z Texto completo
|