4.8 Article

Revisiting Glycosylations Using Glycosyl Fluoride by BF3•Et2O: Activation of Disarmed Glycosyl Fluorides with High Catalytic Turnover

期刊

ORGANIC LETTERS
卷 24, 期 1, 页码 6-10

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03233

关键词

-

资金

  1. JSPS KAKENHI [20K05464, 20H00404, 20H05675, 20K05727, 20H04709, 20H04776, 20K05749]
  2. JST CREST [JPMJCR20R3]
  3. Grants-in-Aid for Scientific Research [20H00404, 20H05675, 20K05727, 20K05749, 20H04709, 20H04776, 20K05464] Funding Source: KAKEN

向作者/读者索取更多资源

The study found that catalytic glycosylations using BF3·Et2O could efficiently proceed without the use of dehydrating agents, in contrast to traditional reactions requiring excess Lewis acid and additives. Mechanistic studies showed that chemical species formed by the reaction of in situ generated HF and glass vessels are involved in the catalytic cycle.
Catalytic glycosylations with glycosyl fluorides using BF3 center dot Et2O are presented. Glycosylations with both armed and disarmed donors were efficiently catalyzed by 1 mol% of BF3 center dot Et2O in a nitrogen-filled glovebox without the use of dehydrating agents. Our finding is in sharp contrast with conventional BF3 center dot Et2O-mediated glycosylations, where excess Lewis acid and additives are required. Mechanistic studies indicated that the chemical species formed by the reaction of in situ generated HF and glass vessels are involved in the catalytic cycle.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.8
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据