Catalytic asymmetric synthesis of piperidine derivatives through the [4+2] annulation of imines with allenes
Catalytic asymmetric synthesis of piperidine derivatives through the [4+2] annulation of imines with allenes
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DOI：
10.1021/ja053277d
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发表时间：
2005-09-07
影响因子：
15
通讯作者：
Fu, GC
中科院分区：
文献类型：
--
作者：
Wurz, RP;Fu, GC
尽管叔膦已成为用途广泛的亲核催化剂，但在利用手性膦实现不对称催化方面仅取得非常有限的进展。在本报告中，描述了亚胺与丙二烯的 Kwon 环化的第一个高度对映选择性变体。因此，C2-对称手性膦1作为这一强大过程的有效催化剂，提供了一系列具有非常好的立体选择性的官能化哌啶衍生物。
Although tertiary phosphines have emerged as remarkably versatile nucleophilic catalysts, there has been only very limited progress in achievingasymmetriccatalysis withchiralphosphines. In this report, the first highly enantioselective variant of the Kwon annulation of imines with allenes is described. Thus,C2-symmetric chiral phosphepine1serves as an effective catalyst for this powerful process, furnishing an array of functionalized piperidine derivatives with very good stereoselectivity.