Synthesis of (-)-morphine

…, TD Neubert, AL Rheingold

Index: Taber, Douglass F.; Neubert, Timothy D.; Rheingold, Arnold L. Journal of the American Chemical Society, 2002 , vol. 124, # 42 p. 12416 - 12417

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Citation Number: 81

Abstract

The preparation of the diastereomerically pure β-tetralone ketal 4 is reported. Intramolecular alkylidene CH insertion followed by hydrolysis of 4 proceeded to give the enantiomerically pure cyclopentene 15. The key step in this synthesis was the bis-intramolecular cyclization of keto aldehyde 2 to give the tetracyclic intermediate 20. Enone 20 was converted over several steps to (-)-morphine 1.

Synthesis and anticholinesterase activity of huperzine A analogues containing phenol and catechol replacements for the pyridone ring

[Campiani, Giuseppe; Kozikowski, Alan P.; Wang, Shaomeng; Ming, Liu; Nacci, Vito; Saxena, Ashima; Doctor, Bhupendra P. Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 11 p. 1413 - 1418]

Rigid amino acids related to. alpha.-methyldopa

[Cannon; O'Donnell; Rosazza; Hoppin Journal of Medicinal Chemistry, 1974 , vol. 17, # 5 p. 565 - 568]

Synthesis and anticholinesterase activity of huperzine A analogues containing phenol and catechol replacements for the pyridone ring

Synthesis and pharmacological evaluation of 5, 6, 7, 8??tetrahydro??6??[propyl [2??(2??thienyl) ethyl] amino]??1, 2??naphthalenediol: A novel non??selective dopamine?? …

[Copinga, Swier; Dijkstra, Durk; Vries, Jan B. de; Grol, Cor J.; Horn, Alan S. Recueil des Travaux Chimiques des Pays-Bas, 1993 , vol. 112, # 2 p. 137 - 142]

Synthesis and pharmacological evaluation of 5, 6, 7, 8??tetrahydro??6??[propyl [2??(2??thienyl) ethyl] amino]??1, 2??naphthalenediol: A novel non??selective dopamine?? …

[Copinga, Swier; Dijkstra, Durk; Vries, Jan B. de; Grol, Cor J.; Horn, Alan S. Recueil des Travaux Chimiques des Pays-Bas, 1993 , vol. 112, # 2 p. 137 - 142]

Synthesis of (-)-morphine

Abstract

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