Novel applications of convertible isonitriles for the synthesis of mono and bicyclic γ-lactams via a UDC strategy

Tetrahedron Letters

Volumn 41, Issue 12, 2000, Pages 1883-1887

  Hulme, Christopher ^a   Ma, Liang ^a   Cherrier, Marie Pierre ^a   Romano, Joseph J ^a   Morton, George ^a   Duquenne, Celine ^a   Salvino, Joseph ^a   Labaudiniere, Richard ^a  

^a SANOFI   (France)

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA LACTAM DERIVATIVE; ISONITRILE DERIVATIVE; PIPERAZINE DERIVATIVE;

ARTICLE; REACTION ANALYSIS; SYNTHESIS;

EID: 0034681853     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00052-6     Document Type: Article

References (30)

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18. Note: The preparation of the safety-catch linker resin is reported by: Hulme, C.; Peng, J.; Morton, G.; Salvino, J. M.; Herpin, T.; Labaudiniere, R. Tetrahedron Lett. 1998, 39, 7227. Elemental analysis indicated a loading of 0.8 mmol/g.
19. 4. Please note that the stability of this aldehyde is limited and the use of freshly prepared batches is advised. See: Nahm, S.; Weinreb, S. M. Tetrahedron Lett. 1981, 22, 3815.
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21. Note: Methyl ester formation is postulated to proceed via an intermediate N-acyliminium ion.
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30. Hulme, C.; Peng, J.; Louridas, B.; Menard, P.; Krolikowski, P.; Kumar, N. V. Tetrahedron Lett. 1998, 39, 7227. Note: Mono-N-BOC diamines are available in three steps as reported by Krapcho, A. P.; Maresh, M. J.; Lunn, J. Synth. Comm. 1993, 23, 2443.