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新型催化剂组合(三氟甲磺酸铋和BF3.OEt2体系)催化唾液酸酯的糖基化反应

Glycosylation of sialyl acetates with a novel catalyst combination: bismuth triflate and BF3.OEt2 system.

作者信息

Ikeda Kiyoshi, Torisawa Yasuhiro, Nishi Takao, Minamikawa Junichi, Tanaka Kiyoshi, Sato Masayuki

机构信息

School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, 422-8526, Shizuoka, Japan.

出版信息

Bioorg Med Chem. 2003 Jul 17;11(14):3073-6. doi: 10.1016/s0968-0896(03)00277-3.

DOI:10.1016/s0968-0896(03)00277-3
PMID:12818669
Abstract

A combined system of bismuth triflate [Bi(OTf)(3)] and boron trifluoride etherate (BF(3).OEt(2)) in dichloromethane is an efficient promoter for the glycosylation of N-acetylneuraminic acid derivatives. The co-existence of two acid catalysts such as Bi(OTf)(3)-BF(3).OEt(2) or Bi(OTf)(3)-PPA is confirmed to be essential for obtaining high yields of glycosylation products with p-nitrobenzyl alcohol, which also turned to be superior to those reported previously.

摘要

三氟甲磺酸铋[Bi(OTf)₃]和三氟化硼乙醚(BF₃·OEt₂)在二氯甲烷中的组合体系是N-乙酰神经氨酸衍生物糖基化反应的有效促进剂。已证实,两种酸催化剂如Bi(OTf)₃ - BF₃·OEt₂或Bi(OTf)₃ - PPA的共存对于用对硝基苄醇获得高产率的糖基化产物至关重要,且该组合体系的效果也优于先前报道的体系。

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