Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10606578 | Carbohydrate Research | 2011 | 8 Pages |
Abstract
A series of 4,5-substituted chiral γ-lactams were synthesized through a highly diastereoselective addition-rearrangement approach from 2,3-unsaturated sugar lactones. The single-crystal X-ray structure of one product indicated that the sugar ring was attacked from the axial side. Partial reduction of the nitro group produced N-hydroxy-γ-lactams, which were further reduced with TiCl3 to yield the 4,5-substituted chiral γ-lactams. The absolute configuration of C5 of the γ-lactam was determined by NOESY spectra.
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Authors
Yan-Ping Li, Zhong-Jun Li, Xiang-Bao Meng,