《Straightforward synthesis of 4,5-bifunctionalized 1,2-oxazinanes via Lewis acid promoted regio- and stereo-selective nucleophilic ring-opening of 3,6-dihydro-1,2-oxazine oxides》 was written by Huang, Xiu-Rong; Zhang, Yu-Mei; Wan, Ting-Biao; Zhang, Piao; Zhang, Xiu-Xiu; Wang, Fang-Ming; Xu, Defeng; Shen, Mei-Hua; Xu, Hua-Dong. Category: esters-buliding-blocksThis research focused ontrans oxazinane preparation stereoselective regioselective; dihydro oxazine oxide nucleophilic ring opening Lewis acid catalyst. The article conveys some information:
Functionalized 1,2-oxazinanes are interesting and valuable heterocycles with potential applications in synthetic and medicinal chem. A straightforward strategy for quick access to unprecedented trans-4-hydroxyl-5-azido/cyano/amino 1,2-oxazinanes are developed: N-COR 3,6-dihydro-1,2-oxazine oxides are prepared with ease from related dihydro-1,2-oxazines and opened by nucleophiles TMSN3, TMSCN and aryl/alkyl amines. Appropriate Lewis acid catalysts are found playing a vital role for both reaction rate and regioselectivity. The N-COR group can be removed under mild conditions to provide highly desirable NH 1,2-oxazinanes inaccessible via previous methods. In the part of experimental materials, we found many familiar compounds, such as N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Category: esters-buliding-blocks)
N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Category: esters-buliding-blocks
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