Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines
Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines
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DOI：
10.1016/j.tet.2011.08.079
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发表时间：
2011-11-18
期刊：
影响因子：
2.1
通讯作者：
Vesely, Jan
中科院分区：
文献类型：
--
作者：
Cihalova, Sylva;Valero, Guillem;Vesely, Jan
对映体纯的哌啶及其衍生物的合成一直是有机化学家的一个挑战性目标。在这份报告中，我们开发了一个很好的级联反应的哌啶衍生物的基础上amidomalonate迈克尔除了烯醛，然后由分子内半缩醛胺形成良好的产率和对映选择性。此外，我们还研究了这种半缩醛胺与醇的“原位”分子内环化反应，形成稠合的哌啶-恶唑烷。(C)2011爱思唯尔有限公司版权所有。
The synthesis of piperidines and piperidines derivatives in enantiopure fashion has been a challenging goal for organic chemists. In this report we developed a nice cascade reaction for piperidine derivatives based in an amidomalonate Michael addition to enals followed by an intramolecular hemiaminal formation with good yields and enantioselectivities. Moreover we studied the 'in situ' intramolecular cyclization of this hemiaminals with alcohols forming fused piperidine-oxazolidines. (C) 2011 Elsevier Ltd. All rights reserved.