Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation
Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation
复制标题
应变烯烃能够实现三氟甲磺酸酐介导的直接脱水糖基化
DOI：
10.1039/c4ob01807a
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发表时间：
2014-01-01
影响因子：
3.2
通讯作者：
Shen, Jingkang
中科院分区：
文献类型：
--
作者：
Chen, Guohua;Yin, Qiang;Shen, Jingkang
我们第一次证明了Tf 2 O介导的直接脱水糖基化是可能的，简单地与紧张的烯烃，和其他典型的碱是这个反应的抑制剂。我们优化了糖基化条件，发现典型的苄基保护的1-OH吡喃糖基供体和某些醇受体适合于我们的糖基化系统。此外，我们发现使用2-O-Bz 3，4，6-三-O-Bn吡喃糖供体可以实现完全的1，2-反式选择性和更广泛的受体范围。
For the first time, we demonstrated that Tf2O mediated direct dehydrative glycosylation was possible simply with strained olefins, and other typical bases were inhibitors of this reaction. We optimized the glycosylation conditions and found that typical benzyl protected 1-OH pyranosyl donors and certain alcohol acceptors were suitable for our glycosylation system. Furthermore, we found that complete 1,2-trans selectivity and a wider acceptor scope could be achieved with 2-O-Bz 3,4,6-tri-O-Bn pyranosyl donors.