897036-92-9Relevant articles and documents
Regioselective reduction of 3-methoxymaleimides: An efficient method for the synthesis of methyl 5-hydroxytetramates
Issa, Fatiah,Fischer, Joshua,Turner, Peter,Coster, Mark J.
, p. 4703 - 4705 (2006)
3-Methoxymaleimide and various N-alkyl-3-methoxymaleimides, synthesized by base-promoted N-alkylation of 3-methoxymaleimide, were reduced using sodium borohydride with complete regioselectivity. The resultant methyl 5-hydroxytetramates are useful intermediates in the synthesis of a variety of tetramate derivatives.
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.