Anti-selective Direct Catalytic Asymmetric Aldol Reaction of Thiolactams
Anti-selective Direct Catalytic Asymmetric Aldol Reaction of Thiolactams
复制标题
硫代内酰胺的反选择性直接催化不对称羟醛反应
DOI：
10.1021/ol301200q
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发表时间：
2012
期刊：
影响因子：
5.2
通讯作者：
and Masakatsu Shibasaki.
中科院分区：
文献类型：
--
作者：
Devarajulu Sureshkumar;Yuji Kawato;Mitsutaka Iwata;Naoya Kumagai;and Masakatsu Shibasaki.
报道了硫代内酰胺的反选择性直接催化不对称羟醛缩合反应。均三甲苯基铜/（R，R）-Ph-BPE组成的软刘易斯酸/硬布朗斯台德碱协同催化剂对合成对映体羟醛具有很高的催化性能，并具有很高的立体选择性。本发明催化的高度化学选择性性质允许使用可烯醇化的醛作为羟醛受体。硫代内酰胺部分的不同转化突出了本发明的anti-aldol方案的合成效用。
Ananti-selective direct catalytic asymmetric aldol reaction of thiolactam is described. A soft Lewis acid/hard Brønsted base cooperative catalyst comprised of mesitylcopper/(R,R)-Ph-BPE exhibited high catalytic performance to produce ananti-aldol product with high stereoselectivity. The highly chemoselective nature of the present catalysis allows for the use of enolizable aldehydes as aldol acceptors. The diverse transformations of the thiolactam moiety highlight the synthetic utility of the presentanti-aldol protocol.