Three-component reactions of sulfonylimidates, silyl glyoxylates and N-tert-butanesulfinyl aldimines: an efficient, diastereoselective, and enantioselective synthesis of Cyclic N-sulfonylamidines.
Three-component reactions of sulfonylimidates, silyl glyoxylates and N-tert-butanesulfinyl aldimines: an efficient, diastereoselective, and enantioselective synthesis of Cyclic N-sulfonylamidines.
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DOI：
10.1021/ol201029b
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发表时间：
2011-04
期刊：
影响因子：
5.2
通讯作者：
Ming Yao;Chong-Dao Lu
中科院分区：
文献类型：
--
作者：
Ming Yao;Chong-Dao Lu
磺酰亚胺酯、乙醛酸甲硅酯和N-叔丁基亚磺酰基醛亚胺的三组分偶联反应有效地提供了含有游离内环N-H的环状N-磺酰脒。两个C-C键（连续的立体碳）、一个O-Si键和一个C-N键的形成以及手性助剂（叔丁烷亚磺酰基）的裂解在这种一锅级联转化中以优异的化学选择性、非对映选择性和对映选择性发生。
Three-component coupling reactions of sulfonylimidates, silyl glyoxylates and N-tert-butanesulfinyl aldimines efficiently provide cyclic N-sulfonylamidines containing free endocyclic N-H. The formation of two C-C bonds (contiguous stereogenic carbons), one O-Si bond, and one C-N bond, together with the cleavage of the chiral auxiliary (tert-butanesulfinyl group), occurs with excellent chemoselectivity, diastereoselectivity, and enantioselectivity in this one-pot cascade transformation.