Synthesis of tetrahydrofurfurylamines related to muscarine

Heterocycles

Volumn 68, Issue 7, 2006, Pages 1429-1442

  de la Pradilla, Roberto Fernández ^a   Manzano, Pilar ^a   Viso, Alma ^a   Fernández, Javier ^b   Gómez, Antonio ^b  

^a INSTITUTO DE QUÍMICA ORGÁNICA GENERAL   (Spain)

^b JOHNSON AND JOHNSON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33746903590     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-06-10750     Document Type: Article

References (37)

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35. At this point the origin of the lack of stability of this tetrahydrofurfurylamine remains unclear and may be tentatively attributed to intramolecular oxirane cleavage with formation of an unstable ammonium species that evolves into a complex mixture of products.
36. 4 in EtOH (90%, 85:15 mixture at the secondary alcohol).
37. To rule out free radical processes occurring at these elevated temperatures, some experiments were carried out again in the presence of the free radical inhibitor BHT but this led to no significant changes in yields and ratios.