Reducing oligosaccharides via glycal assembly: on the remarkable stability of anomeric hydroxyl groups to global deprotection with sodium in liquid ammonia

Reducing oligosaccharides via glycal assembly: on the remarkable stability of anomeric hydroxyl groups to global deprotection with sodium in liquid ammonia
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DOI:
10.1016/s0040-4039(02)01551-4
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发表时间:
2002-09-23
影响因子:
1.8
通讯作者:
Danishefsky, SJ
Danishefsky, SJ
中科院分区:
化学4区
文献类型:
--
作者:
Iserloh, U;Dudkin, V;Danishefsky, SJ

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Several partially benzylated 1-hydroxy sugars were rapidly deprotected by sodium/liquid ammonia. The terminal hemiketal linkage of the substrates remained intact under these conditions and does not generate ring-opened alditols. Peracetylated glucose and glucosamine derivatives were obtained in 64-79%, isolated yields. (C) 2002 Published by Elsevier Science Ltd.