Di-tert-butylsilylene (DTBS) group-directed α-selective galactosylation unaffected by C-2 participating functionalities

Di-tert-butylsilylene (DTBS) group-directed α-selective galactosylation unaffected by C-2 participating functionalities
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DOI:
10.1016/s0040-4039(03)01647-2
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发表时间:
2003-08-25
影响因子:
1.8
通讯作者:
Kiso, M
Kiso, M
中科院分区:
化学4区
文献类型:
--
作者:
Imamura, A;Ando, H;Kiso, M

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我们发现了一种不寻常的α -半乳糖基化反应,使用4,6- o -二叔丁基硅烯(DTBS)保护的半乳糖衍生物的苯基硫甙作为糖基供体,而不受邻近的C-2酰基官能团(如NTroc和OBz)的参与。与各种糖基受体的偶联反应证明了DTBS效应的威力。(C) 2003 Elsevier Ltd.版权所有。
We have discovered an unusual alpha-galactosylation using phenylthioglycoside of 4,6-O-di-tert-butylsilylene (DTBS)-protected galactose derivatives as a glycosyl donor, which was not hampered by the neighboring participation of C-2 acyl functionality such as NTroc and OBz. The power of the DTBS effect has been exemplified by the coupling reaction with various glycosyl acceptors. (C) 2003 Elsevier Ltd. All rights reserved.