1140906-54-2Relevant academic research and scientific papers
Bis-Lewis acids-catalyzed highly diastereoselective one-pot reductive dehydroxylation of chiral N,O-acetals
Jiang, Li-Jiao,Teng, Bo,Zheng, Jian-Feng,Ye, Jian-Liang,Huang, Pei-Qiang
experimental part, p. 172 - 175 (2010/03/03)
A one-pot and highly diastereoselective method for the reductive dehydroxylation of three classes of heterocyclic N,O-acetals with general structure 4 is reported. The method features a 'two in one' concept, namely, by synergetic action of two complementary Lewis acids (BF·OEt2 and TiCl4), the bicyclic or tricyclic oxazololactams 5 were formed in situ and reductively cleaved to give the corresponding lactams 6 in a high-yielding and highly diastereoselective manner.
A flexible approach to methyl (5S)-5-alkyltetramate derivatives
Jiang, Li-Jiao,Lan, Hong-Qiao,Zheng, Jian-Feng,Ye, Jian-Liang,Huang, Pei-Qiang
scheme or table, p. 297 - 301 (2009/06/25)
Regioselective Grignard reagent additions to 3-methoxymaleimides and subsequent diastereoselective reductive dehydroxylation of the resulting N,O-acetals were studied. On the basis of these studies, a flexible and highly regio- and diastereoselective approach to methyl 5-alkyltetramate derivatives was disclosed. The method is the first direct and flexible asymmetric cationic synthon-based approach, and allows for the synthesis of various methyl (5S)-5-alkyltetramate derivatives that are otherwise inaccessible by the commonly used methods based on α-amino acids. Georg Thieme Verlag Stuttgart.
