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Acetone promoted 1,4-migration of an alkoxycarbonyl group on a syn-1,2-diamine.
Napolitano, Tanya; Cheng, Shu-Yuan; Nielsen, Brooke; Choi, Christopher; Aguilar, William; Paz, Manuel M; Sapse, Anne-Marie; Champeil, Elise.
Afiliação
  • Napolitano T; John Jay College of Criminal Justice, New York, 524 west 59 Street, New York, NY, 10019, USA.
  • Cheng SY; John Jay College of Criminal Justice, New York, 524 west 59 Street, New York, NY, 10019, USA.
  • Nielsen B; Ph.D. Program in Biochemistry, The Graduate Center of the City University of New York, New York, NY 10016, USA.
  • Choi C; John Jay College of Criminal Justice, New York, 524 west 59 Street, New York, NY, 10019, USA.
  • Aguilar W; John Jay College of Criminal Justice, New York, 524 west 59 Street, New York, NY, 10019, USA.
  • Paz MM; John Jay College of Criminal Justice, New York, 524 west 59 Street, New York, NY, 10019, USA.
  • Sapse AM; Departamento de Química Orgánica, Facultade de Química, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
  • Champeil E; John Jay College of Criminal Justice, New York, 524 west 59 Street, New York, NY, 10019, USA.
Tetrahedron Lett ; 58(7): 597-601, 2017 02 15.
Article em En | MEDLINE | ID: mdl-28943668
ABSTRACT
A 2-protected cis-amino mitosene undergoes an irreversible acetone promoted isomerization and converts to the 1-isomer. Kinetic studies and DFT calculations of the reaction are reported. An organocatalytic mechanism is proposed, involving a covalent intermediate formed by reaction of the mitosene and acetone.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2017 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2017 Tipo de documento: Article