Gold(I)-Catalyzed Glycosylation with Glycosyl Ynenoates as Donors
Gold(I)-Catalyzed Glycosylation with Glycosyl Ynenoates as Donors
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以糖基 Ynenoates 作为供体的金 (I) 催化糖基化
DOI：
10.1021/acs.orglett.9b03851
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发表时间：
2019-12-06
期刊：
影响因子：
5.2
通讯作者：
Yang, You
中科院分区：
文献类型：
--
作者：
Li, Xiaona;Li, Chenyu;Yang, You
本文提出了一种简单、通用的以武装和非武装糖基炔酸酯为供体的糖基化方法。采用金（I）络合物作为催化剂，有或没有TfOH的辅助，本糖基化方案的范围非常宽。本发明的炔烯酸酯供体的效用在通过潜在活性策略和多个正交一锅策略的寡糖的有效合成中得到证明。最后，这种方法使得肺炎链球菌血清型3的四糖半抗原的正式合成和32聚体聚甘露糖苷的高度收敛合成成为可能。
A simple and versatile glycosylation method with both armed and disarmed glycosyl ynenoates as donors is developed. Employing a gold(I) complex as catalyst with or without the assistance of TfOH, the scope of the present glycosylation protocol is very wide. The utility of the present ynenoate donors is demonstrated in the efficient synthesis of oligosaccharides via the latent-active strategy and the multiple orthogonal one-pot strategy. Finally, this approach enables the formal synthesis of the tetrasaccharide hapten of Streptococcus pneumoniae serotype 3 and the highly convergent synthesis of the 32mer polymannoside.