Efficient and direct synthesis of saccharidic 1,2-ethylidenes, orthoesters, and glycals from peracetylated sugars via the in situ generation of glycosyl iodides with I2/Et3SiH

被引:52
作者
Adinolfi, M [1 ]
Iadonisi, A [1 ]
Ravidà, A [1 ]
Schiattarella, M [1 ]
机构
[1] Univ Naples Federico II, Dipartimento Chim Organ & Biochim, I-80126 Naples, Italy
关键词
glycosyl iodides; orthoesters; glycals; ethylidenes;
D O I
10.1016/j.tetlet.2003.09.022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Peracetylated sugars can be efficiently converted into the corresponding 1,2-ethylidenes, -orthoesters, and -glycals via the in situ generation of glycosyl iodides promoted by I-2/Et3SiH. The approach is straightforward and avoids isolation of the sensitive iodinated intermediates. (C) 2003 Elsevier Ltd. All rights reserved.
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页码:7863 / 7866
页数:4
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