Details

Autor(en) / Beteiligte

• Pecunioso, Angelo
• Maffeis, Micaela
• Marchioro, Carla

Titel

Determination of the absolute configuration of an unexpectedly stable N-silylated isomer isolated en route to the trinem antibiotic GV129606

Ist Teil von

• Tetrahedron: asymmetry, 1998-08, Vol.9 (16), p.2787-2790

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

1998

Link zum Volltext

Quelle

Elsevier Journal Backfiles on ScienceDirect (DFG Nationallizenzen)

Beschreibungen/Notizen

• The unexpected (3 S,4 R)-3-[( R)-1-(hydroxy)ethyl]-4-[(2′ R,6′ S)-1′-oxo-2′-( N-benzyloxy- N-methyl)aminocyclohexen-6′-yl]-1-( t-butyl-dimethylsilyl)azetidin-2-one was one of the main reaction products of the Lewis acid catalysed condensation of (3 S,4 R)-3-[( R)-1-( t-butyl-dimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one with 1-trimethylsilyloxy-6-( N-benzyloxycarbonyl- N-methylamino)cyclohexene. Its absolute configuration was established by NMR experiments on the corresponding, conformationally rigid, acetonide derivative.