Asymmetric Hydrogenation of Vinylthioethers: Access to Optically Active 1,5-Benzothiazepine Derivatives
Asymmetric Hydrogenation of Vinylthioethers: Access to Optically Active 1,5-Benzothiazepine Derivatives
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DOI：
10.1002/anie.201512032
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发表时间：
2016-03-01
影响因子：
16.6
通讯作者：
Glorius, Frank
中科院分区：
文献类型：
--
作者：
Li, Wei;Schlepphorst, Christoph;Glorius, Frank
用Ru(II)NHC络合物催化乙烯基硫醚的不对称氢化反应。该方法为合成以C-S键为立体中心的光学活性1，5-苯并噻嗪类化合物提供了一条有效途径。对于含有一系列有用官能团的各种底物，获得了良好的对映选择性(高达95%的ee)和高的产率(高达99%)。此外，该方法还可直接应用于抗抑郁药物R-(-)-噻西姆的合成。
A novel asymmetric hydrogenation of vinylthioethers was developed using a ruthenium(II) NHC complex. This method provides an efficient approach to optically active 1,5-benzothiazepines featuring stereocenters with C-S bonds. Excellent enantioselectivities (up to 95%ee) and high yields (up to 99%) were obtained for a variety of substrates bearing a range of useful functional groups. Moreover, this methodology could be directly applied to the synthesis of the antidepressant drug R-(-)-thiazesim.