Synthesis of 6-amino-6-deoxy-D-gulono-1,6-lactam and L-gulono-1,6-lactam derived from corresponding 5,6-O-sulfinyl hexono-1,4-lactones
Synthesis of 6-amino-6-deoxy-D-gulono-1,6-lactam and L-gulono-1,6-lactam derived from corresponding 5,6-O-sulfinyl hexono-1,4-lactones
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DOI：
10.1016/j.tet.2006.05.017
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发表时间：
2006-07-31
期刊：
影响因子：
2.1
通讯作者：
Beaupere, Daniel
中科院分区：
文献类型：
--
作者：
Gireaud, Laurent;Chaveriat, Ludovic;Beaupere, Daniel
报道了由相应的糖基-1，4-内酯合成6-amino-6-deoxy-2，3-0-isopropylidene-D-gulono-和L-古罗诺-1，6-内酰胺3和4的方法。伯羟基的活化需要5，6-环亚硫酸盐中间体来得到6-叠氮基-6-脱氧衍生物，还原后环化。(C)2006爱思唯尔有限公司。保留所有权利。
Syntheses of 6-amino-6-deoxy-2,3-0-isopropylidene-D-gulono- and L-gulono-1,6-lactams 3 and 4 from corresponding glycono-1,4-lactones are described. Activation of the primary hydroxyl group requires 5,6-cyclic sulfite intermediate to obtain 6-azido-6-deoxy derivatives, which are cyclized after reduction. (c) 2006 Elsevier Ltd. All rights reserved.