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利用有机硼试剂的新型1,2-顺式立体选择性糖基化反应及其在天然产物和复杂寡糖合成中的应用。

Novel 1,2-cis-stereoselective glycosylations utilizing organoboron reagents and their application to natural products and complex oligosaccharide synthesis.

作者信息

Takahashi Daisuke, Tanaka Masamichi, Nishi Nobuya, Toshima Kazunobu

机构信息

Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.

Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.

出版信息

Carbohydr Res. 2017 Nov 27;452:64-77. doi: 10.1016/j.carres.2017.10.004. Epub 2017 Oct 12.

Abstract

In this mini-review article, 1,2-cis-stereoselective glycosylation methods utilizing organoboron reagents and 1,2-anhydroglycosyl donors that were developed in our laboratory, including regio- and 1,2-cis-stereoselective glycosylations using glycosyl-acceptor-derived boronic ester catalysts and 1,2-cis-stereoselective glycosylations using glycosyl-acceptor-derived borinic ester catalysts, are recounted. Representative applications of these methods to the synthesis of biologically active natural products and a complex oligosaccharide are also described.

摘要

在这篇综述文章中,我们讲述了在本实验室开发的利用有机硼试剂和1,2-脱水糖基供体的1,2-顺式立体选择性糖基化方法,包括使用糖基受体衍生的硼酸酯催化剂的区域和1,2-顺式立体选择性糖基化,以及使用糖基受体衍生的次硼酸酯催化剂的1,2-顺式立体选择性糖基化。还描述了这些方法在生物活性天然产物和复杂寡糖合成中的代表性应用。

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