Organobase-catalyzed [1,2]-Brook rearrangement of silyl glyoxylates
Organobase-catalyzed [1,2]-Brook rearrangement of silyl glyoxylates
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有机碱催化的乙醛酸硅酯的 [1,2]-Brook 重排
DOI：
10.1039/c7ob00005g
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发表时间：
2017-02-14
影响因子：
3.2
通讯作者：
Xu, Zhigang
中科院分区：
文献类型：
--
作者：
Han, Man-Yi;Yang, Fei-Yan;Xu, Zhigang
以DBU为有机碱催化剂，研究了乙醛酸硅酯的[1，2]-Brook重排反应。这种[1，2]-Brook重排反应适用于许多硫醇和含有酸性质子的仲氧化膦。这些亲核试剂以高产率提供相应的Brook产物。利用此方法，实现了抗HIV药物化合物拉米夫定的形式化合成。
A highly efficient [1,2]-Brook rearrangement of silyl glyoxylates has been developed using DBU as the organobase-catalyst. This [1,2]-Brook rearrangement is applicable to a number of thiols and secondary phosphine oxides containing acidic protons. These nucleophiles afford the corresponding Brook products in high yields. Using this methodology, a formal synthesis of anti-HIV drug compound lamivudine was realized.